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Journal articles on the topic 'Amino pyrazole'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

M., K. A. IBRAHIM, M. EL-REEDY A., S. EL-GHARIE M., and M. FARAG A. "Activated Nitrile in Heterocyclic Synthesis. A Novel Synthesis of Pyrazolo[3,4-b]pyridine, Pyrrolo[2, 3 -c ]pyrazole, Pyrano[2,-3c ]pyrazole and Pyrrolo[3,4-c ]pyrazole." Journal of Indian Chemical Society Vol. 64, Jun 1987 (1987): 345–47. https://doi.org/10.5281/zenodo.6237953.

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Chemistry Department, Faculty of Science, Cairo University, Giza, A. R. Egypt <em>Manuscript received 14 Match 1986, revised 4 November 1986, accepted 22 April 1987</em> The hydrazidoyl halides (2a — c) react with 2- amino-l,1,3-tricyano-1-propene (1a), diethyl 3-amino-2-cyano-2-pentene-1,5-dicarboxylate (1b), 3-iminobutaronitrile (1c), succinonitrile, 1,3 dicyano-2-iminopropane and 1,3-dicyanoacetone in sodium ethoxide solution to give the corresponding pyrazolo[3,4-<em>b</em>]pyridine (6), pyrano[2,3-<em>c</em>]pyrazole (7), pyrazole (10), pyrrolo[2,3-<em>c</em>]pyrazole (11), pyrazolo

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2

Deeb, Ali, Medhat El-Mobayed, Abdel Naby Essawy, Adel Abd El-Hamid, and Atef Mohamid Abd El-Hamid. "Heterocyclic synthesis from 3-amino-4-cyanopyrazole." Collection of Czechoslovak Chemical Communications 55, no. 3 (1990): 728–33. http://dx.doi.org/10.1135/cccc19900728.

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3-Amino-4-cyanopyrazole I reacts with hydroxylamine and with hydrazine to yield 1H,6H-3-aminopyrazolo[3,4-c]pyrazole (III and IV). Diazotized IV couples with 2-naphthol to give the arylazo derivative VI which cyclizes to 9H-naphthol[2,1-e]pyrazolo[3',4':3,4]pyrazolo[5,1-c]-[1,2,4]triazine VII by means of acetic acid. The pyrazol-5-ylthiourea obtained from I and phenyl isothiocyanate undergoes base-catalyzed cyclization to give pyrazolo[3,4-d]pyrimidinethione derivative IX. Compound I reacts with cyclohexane in the presence of zinc chloride to give the tetrahydropyrazolo[3,4-b]quinoline derivat

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3

Sophy, Mohamed Ahmed Elian, and Mohamed Ahmed Mahmoud Abdel Reheim. "Synthesis of Some New 1, 3, 4-Oxadiazole, Pyrazole, and Pyrimidine Bearing Thienopyrazole Moieties." Current Organic Synthesis 17, no. 8 (2020): 661–70. http://dx.doi.org/10.2174/1570179417999200730215318.

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Aim and Objective: According to the literature survey, pyrazole is a unique template that is associated with several biological activities. This article highlighted the research work of many researchers reported in the literature for synthesis and different pharmacological activities of the pyrazole nucleus. In the present work, pyrazol- 3-one 1 was reacted with cyanoacetic acid hydrazide and elemental sulfur to afford the corresponding thieno[3,2-c]pyrazol-6-carbohydrazide 3 derivatives. The latter compound reacted with some electrophilic reagents such as DMF-DMA, triethylorthoformate, arylid

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4

I.H. El-Qaliei, Mohamed, Sayed A.S. Mousa, Esam A. Ishak, Hamdi M.D. Nasr, Modather F Hussein, and Abdallah M.A. Hassane. "Synthesis, characterization, antimicrobial, antioxidant activities, and in silico study of new azo disperse dyes containing pyrazole and pyrazolo[1,5-a]pyrimidine rings." Bulletin of the Chemical Society of Ethiopia 39, no. 7 (2025): 1411–24. https://doi.org/10.4314/bcse.v39i7.13.

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New N,N-dimethyl-N'-(5-oxo-4-(aryldiazenyl)-2,5-dihydro-1H-pyrazol-3-yl)formimidamide 5a-c are formed by reaction of 5-amino-1H-pyrazol-3(2H)-one derivatives 4a-c with N,N-dimethylformamide dimethyl acetal (DMF-DMA). Compounds 5a-c serve as excellent precursors for the synthesis of new disazo pyrazole disperse dyes, When refluxed with hydrazine hydrate or active methylene reagents 8a,b, leading to N''-(3-hydroxy-4-(arylaza)-1H-pyrazol-5-yl)formimidohydrazide 7a-c or pyrazolo[1,5-a]. pyrimidines 11a–e. In vitro studies were carried out to evaluate antioxidant properties of the produced compound

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5

Rizk, Sameh, Ismail M. Awheda, and Fathi A. Smida. "Synthesis and DFT Study of Newly Schiff Base and Fused Heterocyclic Compounds as Antibacterial Agent." JOURNAL OF ADVANCES IN CHEMISTRY 16 (November 7, 2019): 5395–403. http://dx.doi.org/10.24297/jac.v16i0.8499.

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Treatment of 2,3-di-(4-chlorophenyl) oxirane-2,3-dicarbonitriles(1) with nitrogen nucleophiles, e.g. N2H4, NH2OH afforded pyrazole 2, 1.2oxazole 3 derivatives respectively The 3-amino pyrazole-4-one derivatives 2 can be used as a key starting materials to synthesize some important Schiff base 4 and fused heterocyclic compounds e.g. Imidazolo-[4,5-c]pyrazole 5, Pyrazolo[3,4-e]1,2,4-triazine 6, pyrazol[1,2-a] 1,3,5-triazine 7, 8 and 9. The electromeric effect of the halogen atom in the aryl moieties can be controlled upon the rate of reaction and the yield of the product. The structures of synth

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6

Archana, Sreeramapura D., Channappa N. Kavitha, Hemmige S. Yathirajan, Sabine Foro, and Christopher Glidewell. "Two 3-amino-1H-pyrazol-2-ium salts containing organic anions, and an orthorhombic polymorph of 3-amino-1H-pyrazol-2-ium nitrate." Acta Crystallographica Section E Crystallographic Communications 77, no. 1 (2021): 34–41. http://dx.doi.org/10.1107/s2056989020015959.

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Co-crystallization from methanol of 3-amino-1H-pyrazole with 3,5-dinitrobenzoic acid produces 3-amino-1H-pyrazol-2-ium 3,5-dinitrobenzoate monohydrate, C3H6N3 +·C7H3N2O6 −·H2O, (I), while similar co-crystallization of this pyrazole with an equimolar quantity of fumaric acid produces bis(3-amino-1H-pyrazol-2-ium) fumarate–fumaric acid (1/1), 2C3H6N3 +·C4H2O4 2−·C4H4O4, (II). The reaction of 3-amino-1H-pyrazole with a dilute solution of nitric acid in methanol yields a second, orthorhombic polymorph of 3-amino-1H-pyrazol-2-ium nitrate, C3H6N3 +·NO3 −, (III). In each of (I)–(III), the bond distan

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7

Santosh B. Gaikwad, Jagannath S. Godse, Amardeep R. Jadhao, and Kishore Puri. "Determination of Antimicrobial Effects of Dihydropyrano [2, 3-c] Pyrazole Derivatives Catalysed by MnFe₂O₄." International Journal of Scientific Research in Science and Technology 12, no. 4 (2025): 78–84. https://doi.org/10.32628/ijsrst251264.

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A recent study discovered antibacterial and antifungal compounds, highlighting their potential future importance in medicinal chemistry. The some Selected derivatives of dihydropyrano[2, 3-c]pyrazoles motif i.e. 6-amino-1,4-dihydro-3-methyl-4-(4-nitrophenyl)-1-phenylpyrano[2,3-c] pyrazole-5-carbonitrile shows excellent bacterial activity against Klebsiella pneumoniae and 6-amino-1,4-dihydro-4-(2,5-dimethoxyphenyl)-3-methyl -1-phenylpyrano[2,3-c]pyrazole-5-carbonitrile against Salmonella enterica serovar Typhimurium, whereas 6-amino-1,4-dihydro-4-(2-hydroxyphenyl)-3-methyl-1-phenylpyrano[2,3-c]

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8

Mandour, Adel, Eslam El-Sawy, Manal Ebaid, and Seham Hassan. "Synthesis and potential biological activity of some novel 3-[(N-substituted indol-3-yl)methyleneamino]-6-amino-4-aryl-pyrano(2,3-c)pyrazole-5-carbonitriles and 3,6-diamino-4-(N-substituted indol-3-yl)pyrano(2,3-c)pyrazole-5-carbonitriles." Acta Pharmaceutica 62, no. 1 (2012): 15–30. http://dx.doi.org/10.2478/v10007-012-0007-0.

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Synthesis and potential biological activity of some novel 3-[(N-substituted indol-3-yl)methyleneamino]-6-amino-4-aryl-pyrano(2,3-c)pyrazole-5-carbonitriles and 3,6-diamino-4-(N-substituted indol-3-yl)pyrano(2,3-c)pyrazole-5-carbonitriles Starting from N-substituted indole-3-carboxaldehydes (1a-g) a series of new 3-[(N-substituted indol-3-yl)methyleneamino]-6-amino-4-aryl-pyrano(2,3-c)pyrazole-5-carbonitriles (3a-g and 4a-g) have been synthesized via the acid catalyzed condensation reaction of 1a-g with 3-amino-5-pyrazolone, followed by the reaction with arylidene malononitriles. A series of ne

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9

Çetin, Adnan, Ishak Bildirici, and Selçuk Gümüş. "Novel Pyrazole Derivatives Having Mono/Di Chiral Centered Group as Organocatalyst for Henry Reaction." Macedonian Journal of Chemistry and Chemical Engineering 39, no. 1 (2020): 17. http://dx.doi.org/10.20450/mjcce.2020.1954.

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The chiral substituted pyrazole-3-carboxamides (4a-c), pyrazole-3-carboxylates (5a-c), pyrazole-3-thioureides (7a-c) and pyrazole-3,4-dicarboxamides (10a-c) were prepared via the pyrazolo-3-chlorocarbonyl 2, pyrazolo-3,4-dicarboxy methyl ester 3 with pyrazole-3-isothiocyanate 6 with different (R)-chiral amino alcohols. All of the synthesized chiral compounds binding a pyrazole skeleton were investigated as organocatalysts for asymmetric aldol reactions between nitromethane and p-nitrobenzaldehyde in the presence of CuCl. Enantiomeric excesses and the reaction yields were found to be appropriat

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10

Dotsenko, Victor V., Aminat M. Semenova, and Nicolai A. Aksenov. "New Reactions of 5-Amino-3-(Cyanomethyl)-1H-Pyrazole-4-Carbonitrile." Chemistry Proceedings 3, no. 1 (2020): 23. http://dx.doi.org/10.3390/ecsoc-24-08398.

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5-Amino-3-(cyanomethyl)-1H-pyrazole-4-carbonitrile, prepared by reaction of malononitrile dimer with hydrazine, smoothly reacts with chloroacetyl chloride to form 2-chloro-N-(4-cyano-3-(cyanomethyl)-1H-pyrazol-5-yl)acetamide in good yield. The latter easily reacts with 3-cyanopyridine-2-thiolates to give hybrid molecules bearing nicotinonitrile and pyrazole units.

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11

Abdelhamid, Abdou O., Zeineb H. Ismail, and Anhar Abdel-Aziem. "Reactions with Hydrazonoyl Halides 601: Synthesis of Thieno[2′,3′:4,5] Pyrimidino[1,2-b][1,2,4,5]tetrazines, [1]benzothieno[2′,3′:4,5]pyrimidino [1,2-b][1,2,4,5]tetrazines, Pyrazolo[3′,4′:4,5]pyrimidino[1,2-b] [1,2,4,5]tetrazines and Pyrazolo[3,4-d]pyridazines." Journal of Chemical Research 2007, no. 10 (2007): 609–16. http://dx.doi.org/10.3184/030823407x256118.

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Thieno[2′,3′:4,5]pyrimidino[1,2- b][1,2,4,5]tetrazine, [1]benzothieno-[2′,3′:4,5]pyrimidino[1,2- b][1,2,4,5]tetrazine, pyrazolo [3′,4′:4,5]pyrimidino[1,2- b][1,2,4,5]tetrazine, triazolo[4,3- a]pyrimidin-5(1 H)-one, 1-{[2-(1-benzofuran-2-yl)-5-phenyl-4,5-dihydro-1 H-pyrazol-1-yl]-4-substituted-1,3-thiazol-5-yl}-2-phenyldiazene, 3-acyl-4-(1-benzofuran-2-ylcarbonyl) pyrazole and pyrazolo[3,4- d]pyridazine derivatives could be obtained via reactions of hydrazonoyl halides with the appropriate pyrimidine-2-thione, 3-amino-5,6-dimethyl-2-sulfanylthieno[2,3- d]pyrimidin-4(3 H)-one, 5-amino-6-mercapto

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12

Hosny, Mona A., Yasser H. Zaki, Wafaa A. Mokbel, and Abdou O. Abdelhamid. "Synthesis, Characterization, Antimicrobial Activity and Anticancer of Some New Pyrazolo[1,5-a]pyrimidines and Pyrazolo[5,1-c]1,2,4-triazines." Medicinal Chemistry 16, no. 6 (2020): 750–60. http://dx.doi.org/10.2174/1573406415666190620144404.

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Background: Pyrazole and its derivatives are known to exhibit significant biological and pharmacological activities such as anticancer, anti-inflammatory, antioxidant, antibacterial, analgesic, antiviral, antimicrobial, antifungal, anti-glycemic, antiamoebic, and antidepressive. Considering the immense biological properties, pyrazole is one of the most widely studied nitrogen- containing heterocyclic nuclei. Fused pyrazole derivatives are composed of the pyrazole nucleus attached to other heterocyclic moieties. Objective: The objective of this article is the synthesis of some new pyrazolo[1,5-

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13

M., K. A. IBRAHIM, S. EL-GHARIB M., M. FARAG A., and R. H. ELMOGHAYER M. "Reaction of Ethyl Chloroglyoxalate Arylhydrazone with Heterocyclic Amidine and Difunction Amino Derivatives." Journal of Indian Chemical Society Vol. 65, Mar 1988 (1988): 194–96. https://doi.org/10.5281/zenodo.6035359.

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Chemistry Department, Faculty of Science, Cairo University, Giza, A. B. Egypt <em>Manuscript received 10 November 1986, revised 9 November 1987, accepted 13 January 1988</em> The ethyl chloroglyoxalate <em>p</em>-tolylhydrazones (1) react with 5-amino-3-phenyl- pyrazole, 3-aminotriazole and 2-aminobenzimidazole in triethylamine solution to give the corresponding pyrazolo[4,5-<em>c</em>]pyrazole (9), triazolo[4,5-<em>c</em>]triazole (12) and  benzimidazolylamidrazone derivatives (14), respectively. The reaction mechanism has been suggested as 1,3-dipolar cycloaddition of nitrileimine

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14

Hu, Hua-nan, You Peng, Hua-nan Huang, Tao Yang, Fu-shan Chen, and Ping Yan. "Deacylation during the Synthesis of New 4-Amino-1H-Pyrazolo [3,4-B] Pyridines Catalysed by Sncl4." Journal of Chemical Research 42, no. 8 (2018): 412–15. http://dx.doi.org/10.3184/174751918x15337230783041.

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A series of novel 1-(4-amino-6-methyl-1-aryl-1H-pyrazolo[3,4-b]pyridin-5-yl)-ethanones and 6-methyl-1-aryl-1H-pyrazolo[3,4-b]pyridin-4-amines were prepared by the annulation of 5-amino-1-aryl-1H-pyrazole-4-carbonitriles with acetylacetone in the presence of tin(IV) chloride. The results demonstrated that the ethanones are the precursors of second compounds.

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15

Halim, Shimaa Abdel, and Magdy A. Ibrahim. "Synthesis, spectral analysis, quantum studies, NLO, and thermodynamic properties of the novel 5-(6-hydroxy-4-methoxy-1-benzofuran-5-ylcarbonyl)-6-amino-3-methyl-1H-pyrazolo[3,4-b] pyridine (HMBPP)." RSC Advances 12, no. 21 (2022): 13135–53. http://dx.doi.org/10.1039/d2ra01469f.

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Ring opening followed by ring closure reactions of 4-methoxy-5-oxo-5H-furo[3,2-g] chromene-6-carbonitrile with 5-amino-3-methyl-1H-pyrazole gave the novel 5-(6-hydroxy-4-methoxy-1-benzofuran-5-ylcarbonyl)-6-amino-3-methyl-1H-pyrazolo[3,4-b] pyridine.

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16

Yang, Pengju, Hongwei Yang, Ying Zhao, Jie Tang, and Guangbin Cheng. "Novel polynitro azoxypyrazole-based energetic materials with high performance." Dalton Transactions 50, no. 45 (2021): 16499–503. http://dx.doi.org/10.1039/d1dt03357c.

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Novel polynitro azoxypyrazole-based energetic compounds 1,2-bis (4-nitro-1H-pyrazol-5-yl) diazene 1-oxide (3) and 1,2-bis (1,4-dinitro-1H-pyrazol-3-yl) diazene 1-oxide (4) were synthesized from 5-amino-pyrazole-4-carbonitrile by optimized reactions.

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17

Lusardi, Matteo, Andrea Spallarossa, and Chiara Brullo. "Amino-Pyrazoles in Medicinal Chemistry: A Review." International Journal of Molecular Sciences 24, no. 9 (2023): 7834. http://dx.doi.org/10.3390/ijms24097834.

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A pyrazole nucleus is an easy-to-prepare scaffold with large therapeutic potential. Consequently, the search for new pyrazole-based compounds is of great interest to the academic community as well as industry. In the last ten years, a large number of papers and reviews on the design, synthesis, and biological evaluation of different classes of pyrazoles and many pyrazole-containing compounds have been published. However, an overview of pyrazole derivatives bearing a free amino group at the 3, 4, or 5 position (namely, 3-aminopyrazoles, 4-aminopyrazoles, and 5-aminopyrazoles, respectively) and

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18

Stepanova, S. F., A. M. Semenova, V. V. Dotsenko, et al. "7-(2-aryl-1-cyanovinyl)-1,2,3,4-tetrahydropyrazolo[1,5-<i>a</i>][1,3,5]triazine-8-carbonitriles: synthesis and biological activity." Журнал общей химии 93, no. 6 (2023): 876–90. http://dx.doi.org/10.31857/s0044460x23060069.

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A new method was proposed for the preparation of 5-amino-3-(cyanomethyl)-1 H -pyrazole-4-carbonitrile by reacting the potassium salt of malononitrile dimer with hydrazinium sulfate. The reaction of 5-amino-3(cyanomethyl)-1 H -pyrazole-4-carbonitrile with aromatic aldehydes in the presence of catalytic amounts of morpholine leads to the formation of Knoevenagel condensation products. Aminomethylation of the resulting ( Z )-5amino-3-(2-aryl-1-cyanovinyl)-1 H -pyrazole-4-carbonitriles with primary aromatic amines and excess aqueous HCHO in refluxing DMF leads to the formation of 7-(2-aryl-1-cyano

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19

Dodiya, Dipti, Amit Trivedi, Samir Jarsania, Shailesh Vaghasia, and Viresh Shah. "Characterization and biological evaluation of some novel pyrazolo[3',4':4,5]thieno[2,3-d]pyrimidin-8-ones synthesized via the Gewald reaction." Journal of the Serbian Chemical Society 73, no. 7 (2008): 683–90. http://dx.doi.org/10.2298/jsc0807683d.

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The synthesis of substituted pyrazolo[3',4':4,5]thieno[2,3-d]pyrimidin-8-ones (IIIa-j) from 5-amino-3-methyl-1H-thieno[3,2-c]pyrazole-6-carbonitrile (II) is described. The key compound II was synthesized from (5-methyl- -2,4-dihydro-3H-pyrazol-3-ylidene)malononitrile I via the Gewald reaction. The synthesis of the title compounds IIIa-j was accomplished by condensation of II with different aromatic aldehydes. The newly synthesized heterocyles were characterized by elemental analysis, IR, 1H-NMR, 13C-NMR and mass spectroscopic investigation. All the newly synthesized compounds were evaluated fo

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20

Bharathi, R. "In vitro and molecular docking studies of an antiinflammatory scaffold with human peroxiredoxin 5 and tyrosine kinase receptor." Bioinformation 16, no. 11 (2020): 929–36. http://dx.doi.org/10.6026/97320630016929.

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A new series of 4-(3-(2-amino-3,5-dibromophenyl)-1-(4-substitutedbenzoyl)-4,5-dihydro-1H-pyrazol-5-yl)benzonitrile (4a-h) compounds were synthesized and evaluated for in-vitro anti-inflammatory activities. The spectral (IR, NMR) and elemental analyses data of the product indicated the formation of new pyrazoles 4a-h. Compound 4e exhibited potent anti-inflammatory property with 85.45 % inhibitions. This value was compared with standard diclofenac sodium. This data is explained using molecular docking analysis of receptor-ligand binding. These results demonstrated that pyrazole derivatives are p

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Zaiter, Jamila, Hanane Achibat, Ouafa Amiri, et al. "An easy synthetic access to new pyrazole spiro derivatives from 3-amino-1-phenyl-2-pyrazolin-5-one." New Journal of Chemistry 39, no. 9 (2015): 6738–41. http://dx.doi.org/10.1039/c5nj01306b.

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22

Hafez, Hend N., and Abdel-Rhman B. A. El-Gazzar. "Synthesis of pyranopyrazolo N-glycoside and pyrazolopyranopyrimidine C-glycoside derivatives as promising antitumor and antimicrobial agents." Acta Pharmaceutica 65, no. 3 (2015): 215–33. http://dx.doi.org/10.1515/acph-2015-0022.

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Abstract As a part of systematic investigation of the synthesis and biological activities of pyrazole analogues linked to various heterocyclic systems, a new series of pyrazolo-N-glycoside derivatives, pyrazolopyranopyrimidine and C-glycoside of pyrazolopyranotriazolo-pyrimidine derivatives was synthesized through the reaction of the key intermediate 6-amino-3-methyl-4-(substituted-phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile (3a,b) with different reagents. Structures of the newly synthesized compounds were elucidated by elemental microanalysis and spectroscopic methods. The compoun

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23

Sabah, Rusul Saad, Zahraa S. Al-Garawi, and Mahmoud N. Al-jibouri. "The utilities of pyrazolines encouraged synthesis of a new pyrazoline derivative via ring closure of chalcone, for optimistic neurodegenerative applications." Al-Mustansiriyah Journal of Science 33, no. 1 (2022): 21–31. http://dx.doi.org/10.23851/mjs.v33i1.1067.

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Pyrazolines and their derivatives have been extensively studied as coordinated ligands of high potential applications in diverse chemical and biological systems. This work explores some methods of synthesis of pyrazolines, such as the preparation of pyrazole derivatives via chalcones. It also demonstrates that 2-pyrazoline complexes were biologically active and have had a range of clinical applications. Palladium (II) complex of pyrazole was active as antitumor when tested against murine mammary adenocarcinoma (LM3). Copper (II) and Cobalt (II) complex are biologically active in the living sys

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24

Fesenko, Anastasia A., and Anatoly D. Shutalev. "Unprecedented synthesis of a 14-membered hexaazamacrocycle." Beilstein Journal of Organic Chemistry 19 (November 15, 2023): 1728–40. http://dx.doi.org/10.3762/bjoc.19.126.

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The transformation of 3-[(ethoxymethylene)amino]-1-methyl-1H-pyrazole-4-carbonitrile into the 14-membered macrocycle, 2,10-dimethyl-2,8,10,16-tetrahydrodipyrazolo[3,4-e:3',4'-l][1,2,4,8,9,11]hexaazacyclotetradecine-4,12-diamine, by the reaction with excess hydrazine under various conditions was studied in detail. The reaction proceeded through the initial formation of 4-imino-2-methyl-2,4-dihydro-5H-pyrazolo[3,4-d]pyrimidin-5-amine followed by dimerization to give the final macrocycle. A convenient synthesis of the latter starting from 4-imino-2-methyl-2,4-dihydro-5H-pyrazolo[3,4-d]pyrimidin-5

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Dotsenko, Victor V., Vladimir A. Dushenko, Nikolai A. Aksenov, Inna V. Aksenova, and Evgeniy E. Netreba. "The First Synthesis of [1,2]oxaphosphinino[6,5-c]pyrazoles by Thiophosphorylation of 6-Aminopyrano[2,3-c]pyrazole-5-Carbonitriles." Proceedings 9, no. 1 (2018): 26. http://dx.doi.org/10.3390/ecsoc-22-05680.

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The reaction of 6-amino-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles with phosphorus sulfide in boiling pyridine leads to the formation of the unexpected [1,2]oxaphosphinino[6,5-c]pyrazoles. The structure of the products was confirmed with 2D Nuclear Magnetic Resonance (NMR) spectroscopy and X-ray analysis.

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Safieh, Kayed A. Abu, Feda’a S. Al-Masri, Mikdad T. Ayoub, Mustafa M. El-Abadelah, and Wolfgang Voelter. "Synthesis of Some 1,3-Dimethyl-6-substituted-1H-pyrazolo[3,4-b]pyrazin-5(4H)-ones." Zeitschrift für Naturforschung B 66, no. 11 (2011): 1136–40. http://dx.doi.org/10.1515/znb-2011-1109.

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A series of new 6-substituted-1,3-dimethyl-1H-pyrazolo[3,4-b]pyrazin-5(4H)-ones (13a - e) and 1,3-dimethyl-5a,6a,7,8-tetrahydro-1H-pyrazolo[4,3-e]pyrrolo[1,2-a]pyrazin-5(4H)-one (15) have been synthesized. The synthetic strategy involves direct interaction of D,L-α-amino acids with 5- chloro-1,3-dimethyl-4-nitro-1H-pyrazole (10) to produce the respective N-(1,3-dimethyl-4-nitro-1Hpyrazol- 5-yl) D,L-α-amino acids 11a - e and 14. The latter compounds underwent reductive lactamization to deliver the corresponding target heterocyclic systems 13a - e and 15

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27

Zapol’skii, Viktor A., Isabell Berneburg, Ursula Bilitewski, et al. "Chemistry of polyhalogenated nitrobutadienes, 17: Efficient synthesis of persubstituted chloroquinolinyl-1H-pyrazoles and evaluation of their antimalarial, anti-SARS-CoV-2, antibacterial, and cytotoxic activities." Beilstein Journal of Organic Chemistry 18 (May 9, 2022): 524–32. http://dx.doi.org/10.3762/bjoc.18.54.

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A series of 26 novel 1-(7-chloroquinolin-4-yl)-4-nitro-1H-pyrazoles bearing a dichloromethyl and an amino or thio moiety at C3 and C5 has been prepared in yields up to 72% from the reaction of 1,1-bisazolyl-, 1-azolyl-1-amino-, and 1-thioperchloro-2-nitrobuta-1,3-dienes with 7-chloro-4-hydrazinylquinoline. A new way for the formation of a pyrazole cycle from 3-methyl-2-(2,3,3-trichloro-1-nitroallylidene)oxazolidine (6) is also described. In addition, the antimalarial activity of the synthesized compounds has been evaluated in vitro against the protozoan malaria parasite Plasmodium falciparum.

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28

Kasimogullari, Rahmi, Belma Zengin, Makbule Maden, Samet Mert, and Cavit Kazaz. "Synthesis of new derivatives of 1-(3-amino-phenyl)-4- benzoyl-5-phenyl-1h-pyrazole-3-carboxylic acid." Journal of the Serbian Chemical Society 75, no. 12 (2010): 1625–35. http://dx.doi.org/10.2298/jsc101018135k.

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4-Benzoyl-1-(3-aminophenyl)-5-phenyl-1H-pyrazole-3- carboxylic acid (1) was synthesized according to the literature.1 2-(3- Aminophenyl)-3,4-diphenyl-2H-pyrazolo[3,4-d]pyridazin-7(6H)-one (5) was obtained by the cyclocondensation reaction of 1 with hydrazine hydrate. New pyrazole derivatives of compounds 1 and 5 were synthesized by their reaction with ?-diketones, ?-ketoesters, ?-naphthol, phenol and various other reagents. The structures of the synthesized compounds were characterized by 1H-NMR, 13C-NMR, IR and Mass spectroscopy, as well as elemental analysis.

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29

El-Naggar, Mohamed, Amira S. Abd El-All, Shweekar I. A. El-Naem, Mohamed M. Abdalla та Huda R. M. Rashdan. "New Potent 5α- Reductase and Aromatase Inhibitors Derived from 1,2,3-Triazole Derivative". Molecules 25, № 3 (2020): 672. http://dx.doi.org/10.3390/molecules25030672.

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This work describes the utility of pyrazole-4-carbaldehyde 1 as starting material for the synthesis of a novel potent series of 5α-reductase and aromatase inhibitors derived from 1,2,3-triazole derivative. Condensation of 1 with active methylene and different amino pyrazoles produced the respective Schiff bases 2–4, 8 and 9. On the other hand, 1 was reacted with ethyl cyanoacetate and thiourea in one-pot reaction to afford the pyrazolo-6- thioxopyridin-2-[3H]-one (10). Moreover, α–β unsaturated chalcone derivative 11 was prepared via the reaction of compound 1 with P-methoxy acetophenone, whic

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30

Mansha, Muhammad, Nisar Ullah, and Khalid Alhooshani. "Synthesis of structural analogues of GGT1-DU40, a potent GGTase-1 inhibitor." Zeitschrift für Naturforschung B 71, no. 4 (2016): 333–44. http://dx.doi.org/10.1515/znb-2016-0019.

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AbstractA series of new substituted pyrazoles 2–12 have been synthesized. The synthesized compounds are structural analogues of GGT1-DU40 1, a highly potent and selective inhibitor of protein geranylgeranyltransferase I (GGTase-I) both in vitro and in vivo. The implications of GGTase-I in oncogenesis have highlighted its potential as a cancer therapeutic target. Accordingly, the development of GGTase-I inhibitors has been a subject of much interest. The synthesis of 2–12 stemmed from the acetylation or acylation of N-function of amino acids to produce suitably modified amino acids. Meanwhile,

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31

Poursattar Marjani, Ahmad, Jabbar Khalafy, Fatemeh Salami, and Mahsa Mohammadlou. "Tin(II) Chloride Catalyzed Synthesis of New Pyrazolo[5,4-b]quinolines under Solvent-Free Conditions." Synthesis 47, no. 11 (2015): 1656–60. http://dx.doi.org/10.1055/s-0034-1380189.

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A series of new pyrazolo[5,4-b]quinoline derivatives were synthesized in good yields by tin(II) chloride dihydrate catalyzed cyclocondensation of 5-amino-3-(arylamino)-1H-pyrazole-4-carbonitriles with cyclohexane-1,3-dione or dimedone. The synthetic procedure can be carried out by means of simple operations under convenient solvent-free conditions.

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32

Czaja, Kornelia, Jacek Kujawski, Elżbieta Jodłowska-Siewert, et al. "On the Interactions of Fused Pyrazole Derivative with Selected Amino Acids: DFT Calculations." Journal of Chemistry 2017 (2017): 1–9. http://dx.doi.org/10.1155/2017/8124323.

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Due to the increasing prevalence of neoplasms, there is a permanent need for new selective cytostatic compounds. Anticancer drugs can act in different ways, affecting protein expression and synthesis, including disruption of signaling pathways within cells. Continuing our previous research aiming at elucidating the mechanism of pyrazole’s anticancer activity, we carried out in silico studies on the interactions of fused pyrazole derivative with alanine, lysine, glutamic acid, and methionine. The objective of the study is to improve our understanding of the possible interactions of pyrazole der

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33

Brullo, Chiara, Debora Caviglia, Andrea Spallarossa, et al. "Microbiological Screening of 5-Functionalized Pyrazoles for the Future Development of Optimized Pyrazole-Based Delivery Systems." Pharmaceutics 14, no. 9 (2022): 1770. http://dx.doi.org/10.3390/pharmaceutics14091770.

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The pyrazole ring represents a widely applied chemical scaffold in medicinal chemistry research and we have observed that the physicochemical and biological features of highly substituted pyrazoles can be successfully improved by their encapsulation in dendrimer nanoparticles (NPs). For the future development of new optimized antibacterial delivery systems, we report the synthesis and biological evaluation of 5-amino functionalized pyrazole library (compounds 2–7). In detail, new derivatives 2–7 were differently decorated in C3, C4 and C5 positions. An in silico study predicted pyrazoles 2–7 t

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34

Matulevičiūtė, Gita, Eglė Arbačiauskienė, Neringa Kleizienė, et al. "Synthesis and Characterization of Novel Methyl (3)5-(N-Boc-piperidinyl)-1H-pyrazole-4-carboxylates." Molecules 26, no. 13 (2021): 3808. http://dx.doi.org/10.3390/molecules26133808.

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Series of methyl 3- and 5-(N-Boc-piperidinyl)-1H-pyrazole-4-carboxylates were developed and regioselectively synthesized as novel heterocyclic amino acids in their N-Boc protected ester form for achiral and chiral building blocks. In the first stage of the synthesis, piperidine-4-carboxylic and (R)- and (S)-piperidine-3-carboxylic acids were converted to the corresponding β-keto esters, which were then treated with N,N-dimethylformamide dimethyl acetal. The subsequent reaction of β-enamine diketones with various N-mono-substituted hydrazines afforded the target 5-(N-Boc-piperidinyl)-1H-pyrazol

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35

Vah, Luka, Tadej Medved, Uroš Grošelj, et al. "Regioselective Synthesis of 5- and 3-Hydroxy-N-Aryl-1H-Pyrazole-4-Carboxylates and Their Evaluation as Inhibitors of Plasmodium falciparum Dihydroorotate Dehydrogenase." Molecules 27, no. 15 (2022): 4764. http://dx.doi.org/10.3390/molecules27154764.

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In silico evaluation of various regioisomeric 5- and 3-hydroxy-substituted alkyl 1-aryl-1H-pyrazole-4-carboxylates and their acyclic precursors yielded promising results with respect to their binding in the active site of dihydroorotate dehydrogenase of Plasmodium falciparum (PfDHODH). Consequently, four ethyl 1-aryl-5-hydroxy-1H-pyrazole-4-carboxylates and their 3-hydroxy regioisomers were prepared by two-step syntheses via enaminone-type reagents or key intermediates. The synthesis of 5-hydroxy-1H-pyrazoles was carried out using the literature protocol comprising acid-catalyzed transaminatio

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36

Rey, Marine, and Stéphane Beaumont. "Molybdenum-Mediated One-Pot Synthesis of Pyrazoles from Isoxazoles." Synthesis 51, no. 20 (2019): 3796–804. http://dx.doi.org/10.1055/s-0039-1690615.

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A one-pot approach for the direct synthesis of substituted pyrazoles from isoxazoles is reported. The process involves isoxazole N–O bond cleavage mediated by a molybdenum complex, in situ hydrolysis of the resulting β-amino enone to the corresponding 1,3-diketone, followed by pyrazole formation in the presence of hydrazine or substituted hydrazine. Good to excellent yields and regioselectivities are obtained with nonsymmetric isoxazoles. By using readily available starting materials, a wide range of substituted pyrazoles may be synthesized by this method.

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37

Hassan, Alaa A., Yusria R. Ibrahim, and Ahmed M. Shawky. "Reactions of Substituted Carbohydrazides with Electron-poor Olefins." Zeitschrift für Naturforschung B 63, no. 8 (2008): 998–1004. http://dx.doi.org/10.1515/znb-2008-0813.

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Substituted carbohydrazides 1a - e reacted with ethenetetracarbonitrile (2) in dimethylformamide with formation of diacylhydrazines 4a - e and 5-amino-1-substiuted pyrazole-3,3,4-tricarbonitriles 5a - e. On the other hand, 1a-c reacted with diethyl (E)-2,3-dicyanobutenedioate (3) to give oxadiazinone and pyrazolone derivatives 12a - e and 13a - e, respectively.

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38

J. Prathyusha and C. Asha Deepti. "SYNTHESIS, ANTIMICROBIAL, AND ANTITUBERCULAR ACTIVITIES OF NOVEL N-PYRAZOLYLBENZAMIDE DERIVATIVES." RASAYAN Journal of Chemistry 15, no. 04 (2022): 2407–16. http://dx.doi.org/10.31788/rjc.2022.1547092.

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The current study investigated the antimicrobial and antitubercular activities of novel N-Pyrazolyl Benzamide derivatives. The study includes the synthesis, characterization, and ligand-based molecular docking of the designed molecules. Synthesis of N-Pyrazolyl Benzamide derivatives involves a two-step process in which 5-amino pyrazole (3) intermediate is produced by the condensation reaction of aryl hydrazine (1) and β-keto nitrile (2) in acidic conditions. The final N-Pyrazolyl Benzamide derivatives (5a-n) were synthesized by the reaction involving amide coupling between 5-amino pyrazole (3)

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39

Ogurtsov, Vladimir, and Oleg Rakitin. "4-Chloro-6-(chloromethyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidine." Molbank 2021, no. 3 (2021): M1253. http://dx.doi.org/10.3390/m1253.

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A novel 4-chloro-6-(chloromethyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidine was prepared by a rational and short two-step synthesis from commercially available ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate via 6-(chloromethyl)-1-methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one. The structure of the synthesized compounds was established by elemental analysis, high-resolution mass-spectrometry, 1H, 13C-NMR and IR spectroscopy and mass-spectrometry. 4-Chloro-6-(chloromethyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidine is a convenient intermediate for various disubstituted 1-methyl-1H-pyrazolo[3,4-d]

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40

Thokchom, Herojit S., Anita D. Nongmeikapam, and Warjeet S. Laitonjam. "Synthesis of fused pyrazolo-, isoxazolo-, pyrimido-, and pyridopyrimidines." Canadian Journal of Chemistry 83, no. 8 (2005): 1056–62. http://dx.doi.org/10.1139/v05-054.

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A systematic study of the synthesis of the 5,7-diaryl-4-oxo-pyrazolo[3,4-d]pyrimidin-6-thiones (3), 2-phenyl-5,7-bis(2′-methylphenyl)-4-oxo-pyrazolo[3,4-d]pyrimidin-6-thiones (4b), 2(3H)-3-phenyl-5,7-diaryl-4-oxo-pyrazolo[3,4-d]pyrimidin-6-thiones (5), 5,7-diaryl-4-oxo-isoxazolo[5,4-d]pyrimidin-6-thiones (7), 3,5,7-triaryl-2,3-dihydro-4-oxo-isoxazalo[5,4-d]pyrimidin-6-thiones (8), 2-amino-6,8-diaryl-5-oxo-pyrimido[4,5-d]pyrimidin-7-thiones (9), 3,4-dihydro-2-amino-4-phenyl-6,8-diaryl-5-oxo-pyrimido[4,5-d]pyrimidin-7-thiones (10), 3-cyano-6,8-diaryl-2,5-dioxo-pyrido[2,3-d]pyrimidin-7-thiones (1

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41

Cuartas, Viviana, Braulio Insuasty, Justo Cobo, and Christopher Glidewell. "Reduced 3,4′-bipyrazoles from a simple pyrazole precursor: synthetic sequence, molecular structures and supramolecular assembly." Acta Crystallographica Section C Structural Chemistry 73, no. 10 (2017): 784–90. http://dx.doi.org/10.1107/s205322961701302x.

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The reaction of 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde and N-benzylmethylamine under microwave irradiation gives 5-[benzyl(methyl)amino]-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde, C19H19N3O, (I). Subsequent reactions under basic conditions, between (I) and a range of acetophenones, yield the corresponding chalcones. These undergo cyclocondensation reactions with hydrazine to produce reduced bipyrazoles which can be N-formylated with formic acid or N-acetylated with acetic anhydride. The structures of (I) and of representative examples from this reaction sequence are reported,

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42

VAVAIYA, BHAVINKUMAR, SHIVANI PATEL, VRAJLAL PANSURIYA, VANITA MARVANIYA, and POPATBHAI PATEL. "In silico and In vitro Antitubercular Studies for Nitrogen Rich Hybrids of homopiperazine-pyrimidine-Pyrazole Adducts." Asian Journal of Chemistry 34, no. 3 (2022): 562–68. http://dx.doi.org/10.14233/ajchem.2022.23520.

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Novel homopiperazine-pyrimidine-pyrazole hybrids (3a-j) were synthesized using ethyl 2-cyanoacetate and 4,6-dichloropyrimidine as starting materials by a multi-step process to afford ethyl 5-amino-1-(6-chloropyrimidin-4-yl)-1H-pyrazole-4-carboxylate in good yields using polar protic media. The intermediate 1, in two steps, chloroamine condensation followed by acid amine coupling, furnished the title compounds ethyl 5-amino-1-(6-(4-substituted aryl-1,4-diazepan-1-yl)pyrimidin-4-yl)-1H-pyrazole-4-carboxylate (3a-j). The synthesized compounds were docked in the crystal structure of Mycobacterium

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43

Meshcheryakova, Anna A., Ekaterina A. Konstantinova, and Vitaliy V. Sorokin. "The synthesis of 5-amino-3-aryl-1H-pyrazole-4-carbonitriles based on hydrazines and benzhydrazides under ultrasonic activation conditions." Izvestiya of Saratov University. Chemistry. Biology. Ecology 24, no. 3 (2024): 249–61. http://dx.doi.org/10.18500/1816-9775-2024-24-3-249-261.

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Pyrazoles containing amino and carbonitrile groups have a wide range of biological activities, including antimicrobial, antiinflammatory, antitumor, antioxidant, and are used to create pesticides and dyes. Also, these compounds are synthons for the preparation of various polyheterocyclic compounds. New potentially biologically active 5-amino-3-aryl-1H-pyrazole-4-carbonitriles containing pharmacophoric substituents have been obtained via three-component condensation reactions of malonic dinitrile with substituted aromatic aldehydes and benzhydrazides or hydrazines. This work considers the limit

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44

Lynda, Golea. "Synthesis, DFT, Molecular docking Analysis and Antibacterial, Antioxidant Activities of tri-substituted pyrazoles." ASM Science Journal 16 (July 15, 2021): 1–7. http://dx.doi.org/10.32802/asmscj.2021.696.

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Pyrazole and its derivatives are contemplated crucial compounds in heterocyclic chemistry which are also used extensively in organic synthesis. These cycles are known for their biological and pharmacological activities. The present investigation is in the interest of some synthesized derivatives containing the pyrazole moieties. (5-Hydroxy-3,5-dimethyl-4,5-dihydro-pyrazol-1-yl)-pyridin-4-yl-methanone (1) and Furan-2-yl-(5-hydroxy-3,5-dimethyl-4,5-dihydro-pyrazol-1-yl)-methanone (2) were synthesized by cyclocondensation of the 1,3-dicarbonyl with the hydrazine derivative with a simple and rapid

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45

Zhang, Qi, Yao Huang, Heran Cao, Fangyi Gong, Qingye Gan, and Beibei Mao. "Synthesis of tert-butyl 3-(2-(4-amino-3-(2-aminobenzo[d]oxazole-5-yl)-1H-pyrazole[3,4-d] pyrimidine-1-yl) ethoxy) propionate." Highlights in Science, Engineering and Technology 2 (June 22, 2022): 330–36. http://dx.doi.org/10.54097/hset.v2i.591.

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Tert-butyl 3-(2-(4-amino-3-(2-aminobenzo[d]oxazol-5-yl)-1H-pyrazole[3,4-d] pyrimidine-1-yl) ethoxy) propionate plays an important role in the whole synthesis route as an intermediate of target mTOR targeted PROTAC molecule PRO1. In this experiment, palladium catalyzed Suzuki reaction was used, the target compound tert-butyl 3-(2-(4-amino-3-(2-aminobenzo[d]oxazol-5-yl)-1H-pyrazole[3,4-d]pyrimidine-1-yl)ethoxy)propionate (compound 3) was synthesized from 5-(4,4,5,5-tetramethyl-1,3,2-dioxobenzaldehyde-2-yl) benzo[d]oxazole-2-amine (compound 1) and 3-(2-{4-amino-3-iodine-1H-pyrazole[3,4-d]pyrimidi

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46

Ouakki, Moussa, Hoyam Chahmout, Sarra Sibous, et al. "Novel pyrazole derivatives as inhibitors of stainless steel in 2.0M H2SO4 media: Electrochemical Study." Mediterranean Journal of Chemistry 10, no. 3 (2020): 239–52. http://dx.doi.org/10.13171/mjc02003161235mo.

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Metallic materials are well known and widely used in various industrial sectors. However, they can be easily corroded in various aggressive environments. The protective action of stainless steel by two organic pyrazole compounds: {1-amino-5,10-dioxo-3-(p-tolyl)-5,10-dihydro-1H-pyrazolo[1,2-b]phthalazine-2-carbonitrile} and {1-amino-3-(2-chlorophenyl)-5,10-dioxo-5,10-dihydro-1H-pyrazolo[1,2-b] phthalazine-2-carbonitrile} in H2SO4 2.0M medium was studied using the electrochemical technics (Electrochemical Impedance Spectroscopy (EIS), potentiodynamic polarization), Scanning Electron Microscopy (

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47

Sharma, Naresh, Sanjay Parihar, R. N. Jadeja, Rajni Kant, and Vivek K. Gupta. "Crystal structure of (Z)-1-(3,4-dichlorophenyl)-3-methyl-4-[(naphthalen-1-ylamino)(p-tolyl)methylidene]-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 70, no. 9 (2014): o955—o956. http://dx.doi.org/10.1107/s1600536814017140.

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The title Schiff base compound, C28H21Cl2N3O, was synthesized by the condensation of 1-(3,4-dichlorophenyl)-3-methyl-4-(4-methylbenzoyl)-1H-pyrazol-5(4H)-one with 1-aminonaphthalene. Thep-tolyl ring is normal to the pyrazole ring, with a dihedral angle of 88.02 (14)°, and inclined to the naphthalene ring system by 78.60 (12)°. The pyrazole ring is inclined to the naphthalene ring system and the dichloro-substituted benzene ring by 63.30 (12) and 11.03 (13)°, respectively. The amino group and carbonyl oxygen atom are involved in an intramolecular N—H...O hydrogen bond enclosing anS(6) ring moti

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48

Hsiao, Rong-Hong, Ching-Chun Tseng, Jia-Jun Xie, et al. "Selective synthesis of functionalized pyrazoles from 5-amino-1H-pyrazole-4-carbaldehydes with sodium nitrite: 5-Amino-4-nitrosopyrazoles and pyrazole-4-carbaldehydes." Tetrahedron 75, no. 33 (2019): 4561–69. http://dx.doi.org/10.1016/j.tet.2019.06.048.

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49

Gokulan, P. D., and Jayakar B. "Synthesis of 5-substituted-3-methylsulfanyl-1-(2,4-dinitro phenyl)- 1H-pyrazole-4-carboxylic Acid Ethyl Esters as New Analgesic and Anti-inflammatory Agents." International Journal of Drug Design and Discovery 1, no. 4 (2024): 345–51. https://doi.org/10.37285/ijddd.1.4.9.

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A new series of 5-substituted-3-methylsulfanyl-1-(2,4-dinitro phenyl)-1H-pyrazole-4-carboxylic acid ethyl esters were synthesized by reacting the amino group of 5-amino-3-methylsulfanyl-1-(2,4-dinitro phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester with acid anhydrides, acid chlorides and phenyl dithiocarbamates. The title compounds were investigated for analgesic, anti-inflammatory and ulcerogenic behaviour. The compound 5-benzoylamino-3-methylsulfanyl-1-(2,4-dinitro phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester (3c) emerged as the active compound and exhibiting imperative analgesic and

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50

Ibrahim, Yusria R. "Synthesis of spiro(cyclohexa-diene-pyrazolo[1,5-a]pyrimidine-4-ylidene)-malononitrile derivatives." Journal of Chemical Research 2009, no. 8 (2009): 495–98. http://dx.doi.org/10.3184/030823409x466717.

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The reaction of 4-substituted aryldiazenyl-1 H-pyrazole-3,5-diamines with 7,7′,8,8′-tetra-cyanoquinodimethane gave 2-(2′,7′-diamino-6′-cyano-3′-(aryldiazenyl)-4′ H-spiro(cyclohexa[2,5]-diene-1,5′-pyrazolo[1,5- a]pyrimidine-4-ylidene) malononitriles in 63–79% yield, while, by reaction of 2-aminobenzimidazole with 7,7′,8,8′-tetracyanoquinodimethane, 2-(3′-amino-4′-cyano-6′ H-spiro-(cyclohexa[2′,5′]diene-1,5′-benzo( d)-imidazo[1,2- a]pyrimidine)-4-ylidene)malononitrile was formed in 71% yield. Rationales for these transformations are presented.

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