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Journal articles on the topic 'Aziridines, Heterocyclic compounds, Synthesis'

Author: Grafiati

Published: 4 June 2021

Last updated: 3 February 2022

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1

Caiazzo, Aldo, Shadi Dalili, C. Picard, M. Sasaki, T. Siu, and A. K. Yudin. "New methods for the synthesis of heterocyclic compounds." Pure and Applied Chemistry 76, no. 3 (2004): 603–13. http://dx.doi.org/10.1351/pac200476030603.

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Due to frequent occurrence of nitrogen-containing groups among the biologically active compounds, chemoselective functionalization of organic molecules with nitrogen-containing functional groups is an important area of organic synthesis. We have proposed and implemented a new strategy toward design of nitrogen-transfer reactions on inert electrode surfaces with a particular focus on the generation and trapping of highly reactive nitrogen-transfer agents. A wide range of structurally dissimilar olefins can be readily transformed into the corresponding aziridines. The resulting aziridines are pr

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2

Liu, Xiang, Yu Huang, Xu Meng, et al. "Recent Developments in the Synthesis of Nitrogen-Containing Heterocycles through C–H/N–H Bond Functionalizations and Oxidative Cyclization." Synlett 30, no. 09 (2019): 1026–36. http://dx.doi.org/10.1055/s-0037-1611476.

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The synthesis and structure of nitrogen-containing heterocycles are fascinating because these compounds have a great richness of structural, physicochemical, and biological properties. Therefore, the development of improved ways for the synthesis of polyfunctional nitrogen-containing heterocycles continues to be a challenging goal. This account describes developments in the discovery of C–H/N–H bond functionalization and oxidative cyclization procedures for the synthesis of nitrogen-containing heterocycles (aziridines, indoles, indolizines, triazoles, imidazoles, oxazoles, thiazoles, quinoxali

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3

Malinowska, Katarzyna, Ingo-Peter Lorenz, Beata Sadowska, and Paulina Mucha. "Metal Ion Complexes with Pyrazoles, Aziridines and Diaziridines – Synthesis and Biological Activity." Current Medicinal Chemistry 26, no. 4 (2019): 648–63. http://dx.doi.org/10.2174/0929867325666180221124447.

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Heterocyclic compounds containing nitrogen ions, like pyrazoles, aziridines, diaziridines and their metal ion complexes with Cu(II), Zn(II) and Ru(III) and others exhibit a wide range of biological activity, including mainly anti-inflammatory, antioxidant, anticancer, and antimicrobial properties. Biological significance of these molecules and thus their potential use in medicine has driven growing interest into their coordination chemistry. A knowledge of the relationship between the structure of chemical compounds and their activity is needed for the synthesis of the preparations possessing

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4

D’hooghe, Matthias, Stijn Dekeukeleire, Erika Leemans та Norbert De Kimpe. "Use of functionalized β-lactams as building blocks in heterocyclic chemistry". Pure and Applied Chemistry 82, № 9 (2010): 1749–59. http://dx.doi.org/10.1351/pac-con-09-09-39.

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β-Lactams represent flexible building blocks suitable for the preparation of a large variety of nitrogen-containing target compounds. In the present study, the formerly neglected synthetic potential of 4-haloalkyl-β-lactams has been elaborated in detail with a focus on the preparation of different mono- and bicyclic heterocycles. A first approach involved ring transformations of these halogenated building blocks toward stereodefined aziridines, azetidines, pyrrolidines, and piperidines via intermediate aziridinium or azetidinium ions. In a second part, novel and stereoselective entries into 1,

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5

dos Santos, Deborah A., Allan R. da Silva, Javier Ellena, Cecilia C. P. da Silva, Marcio W. Paixão, and Arlene G. Corrêa. "Green One-Pot Asymmetric Synthesis of Peptidomimetics via Sequential Organocatalyzed Aziridination and Passerini Multicomponent Reaction." Synthesis 52, no. 07 (2019): 1076–86. http://dx.doi.org/10.1055/s-0039-1690774.

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Peptidomimetics containing an aziridine moiety have been reported as potent cysteine protease inhibitors. In this sense, the development of stereoselective and sustainable synthetic strategies to obtain three-membered N-heterocyclic compounds has gained importance in the last decades. In this work, an efficient method was designed to achieve highly functionalized aziridine peptidomimetics via a sequential reaction, which involves the organocatalytic aziridination of α,β-unsaturated aldehydes followed by the Passerini multicomponent reaction in an environmentally friendly solvent mixture (ethan

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6

Raner, KD, and AD Ward. "Heterocyclic Syntheses Through Electrophilic Ring Closure Reactions of ortho-Allylaniline Systems." Australian Journal of Chemistry 44, no. 12 (1991): 1749. http://dx.doi.org/10.1071/ch9911749.

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Amide derivatives of 2-allylanilines have been prepared by metallation of the amide derivatives of the corresponding 2-bromoanilines and subsequent reaction with an allylic halide. The electrophile -promoted cyclization of these compounds has been investigated. The free allylanilines readily undergo aminomercuration to form unstable mercury derivatives of tetrahydroquinolines but the corresponding amide derivatives do not cyclize. Instead, oxymercuration of the double bond occurs. The allylanilines react with iodine to yield 3-iodo-1,2,3,4-tetrahydroquinolines. The anion of 2,2,2-trifluoro-N-[

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7

Kas’yan, L. I., V. A. Pal’chikov, and Ya S. Bondarenko. "Five-membered oxaza heterocyclic compounds on the basis of epoxides and aziridines." Russian Journal of Organic Chemistry 47, no. 6 (2011): 797–841. http://dx.doi.org/10.1134/s1070428011060017.

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8

Al-awar, Rima, and George H. Wahl. "Microscale synthesis of heterocyclic compounds." Journal of Chemical Education 67, no. 3 (1990): 265. http://dx.doi.org/10.1021/ed067p265.

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9

Zouaoui, Emna, and Mohamed Moncef El Gaïed. "Synthesis of trifluoromethyl heterocyclic compounds." Journal of Chemical Research 2003, no. 4 (2003): 242–46. http://dx.doi.org/10.3184/030823403103173651.

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10

Ibrahim, Mohamed N., Mohamed F. El-Messmary, and Mohamed G. A. Elarfi. "Synthesis of Spiro Heterocyclic Compounds." E-Journal of Chemistry 7, no. 1 (2010): 55–58. http://dx.doi.org/10.1155/2010/604549.

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Reaction of isatin with acetophenone derivatives gave 3-hydroxy-3-phenacyl oxindole derivatives(II), dehydration of(II)gave 3-phenacylidene-2-indolinone derivatives(III). Condensation of(III)with hydrazine hydrate, phenylhydrazine and phenylthiourea afforded new spiropyrazolines(IV & V)and spiropyrimidinethione(VI)respectively. The structures of the final products were established by physical and spectral means.

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11

Zouaoui, Emna, and Mohamed Moncef El Gaïed. "Synthesis of Trifluoromethyl Heterocyclic Compounds." Journal of Chemical Research 2003, no. 4 (2003): 242–46. http://dx.doi.org/10.1177/1747519803200300404.

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12

Cullinane, N. M., and C. G. Davies. "Synthesis of some heterocyclic compounds." Recueil des Travaux Chimiques des Pays-Bas 55, no. 10 (2010): 881–86. http://dx.doi.org/10.1002/recl.19360551009.

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13

da Silva, Allan, Deborah dos Santos, Marcio Paixão, and Arlene Corrêa. "Stereoselective Multicomponent Reactions in the Synthesis or Transformations of Epoxides and Aziridines." Molecules 24, no. 3 (2019): 630. http://dx.doi.org/10.3390/molecules24030630.

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Small ring heterocycles, such as epoxides and aziridines, are present in several natural products and are also highly versatile building blocks, frequently involved in the synthesis of numerous bioactive products and pharmaceuticals. Because of the potential for increased efficiency and selectivity, along with the advantages of environmentally benign synthetic procedures, multicomponent reactions (MCRs) have been explored in the synthesis and ring opening of these heterocyclic units. In this review, the recent advances in MCRs involving the synthesis and applications of epoxides and aziridines

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14

KONDO, Yoshinori, Hisashi SHINKAI, and Ken-ichi TANJI. "Solid Phase Synthesis of Heterocyclic Compounds." Journal of Synthetic Organic Chemistry, Japan 56, no. 1 (1998): 2–10. http://dx.doi.org/10.5059/yukigoseikyokaishi.56.2.

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15

Ziarani, Ghodsi Mohammadi, Negar Lashgari, Fereshteh Azimian, Hendrik G. Kruger, and Parisa Gholamzadeh. "Ninhydrin in synthesis of heterocyclic compounds." Arkivoc 2015, no. 6 (2015): 1–139. http://dx.doi.org/10.3998/ark.5550190.p008.905.

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16

Zhang, Bianxiang, Yongqiang Kang, and Ruixue Shi. "Synthesis of Aromatic Heterocyclic Sulfide Compounds." Chinese Journal of Organic Chemistry 36, no. 8 (2016): 1814. http://dx.doi.org/10.6023/cjoc201602021.

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17

Eftekhari-Sis, Bagher, Maryam Zirak, and Ali Akbari. "Arylglyoxals in Synthesis of Heterocyclic Compounds." Chemical Reviews 113, no. 5 (2013): 2958–3043. http://dx.doi.org/10.1021/cr300176g.

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18

Azev, Yuri, Irina Slepukhina, and Detlef Gabel. "Synthesis of boron-containing heterocyclic compounds." Applied Radiation and Isotopes 61, no. 5 (2004): 1107–10. http://dx.doi.org/10.1016/j.apradiso.2004.05.002.

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19

Venkatachalam, T. K., and F. M. Uckun. "Synthesis of Substituted Heterocyclic Thiourea Compounds." Synthetic Communications 37, no. 20 (2007): 3667–75. http://dx.doi.org/10.1080/00397910601163604.

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20

Fürmeier, Sandra, and Jürgen O. Metzger. "Synthesis of New Heterocyclic Fatty Compounds." European Journal of Organic Chemistry 2003, no. 5 (2003): 885–93. http://dx.doi.org/10.1002/ejoc.200390134.

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21

Cullinane, N. M., N. M. E. Morgan, and C. A. J. Plummer. "Synthesis of some heterocyclic compounds. II." Recueil des Travaux Chimiques des Pays-Bas 56, no. 7 (2010): 627–31. http://dx.doi.org/10.1002/recl.19370560704.

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22

Isobe, Minoru, Toshio Nishikawa, Noboru Yamamoto, Takahiro Tsukiyama, Akira Ino, and Takaaki Okita. "Methodologies for synthesis of heterocyclic compounds." Journal of Heterocyclic Chemistry 29, no. 3 (1992): 619–25. http://dx.doi.org/10.1002/jhet.5570290303.

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23

Mohammadi Ziarani, Ghodsi, Zohreh kheilkordi, and Parisa Gholamzadeh. "Ultrasound-assisted synthesis of heterocyclic compounds." Molecular Diversity 24, no. 3 (2019): 771–820. http://dx.doi.org/10.1007/s11030-019-09964-1.

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24

Kas'yan, L. I., V. A. Pal'chikov, and Ya S. Bondarenko. "ChemInform Abstract: Five-Membered Oxaza Heterocyclic Compounds on the Basis of Epoxides and Aziridines." ChemInform 42, no. 48 (2011): no. http://dx.doi.org/10.1002/chin.201148237.

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25

V. Srinivasan, Kumar, Pratip K. Chaskar, Satish N. Dighe, Dhanashri S. Rane, Pranav V. Khade, and Kishor S. Jain. "Microwave Assisted Synthesis of Fused Heterocyclic Compounds." HETEROCYCLES 83, no. 11 (2011): 2451. http://dx.doi.org/10.3987/rev-11-696.

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26

W. Kabalka, George, and Rajender S. Varma. "Nitroalkenes in the Synthesis of Heterocyclic Compounds." HETEROCYCLES 24, no. 9 (1986): 2645. http://dx.doi.org/10.3987/r-1986-09-2645.

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27

Izumi, Minoru. "Solid-phase organic synthesis of heterocyclic compounds." Journal of Pesticide Science 31, no. 1 (2006): 1–5. http://dx.doi.org/10.1584/jpestics.31.1.

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28

Bazhykova, K. B., and G. K. Tazhkenova. "Synthesis of 1,3-dioxane-based heterocyclic compounds." Bulletin of the L.N. Gumilyov Eurasian National University. Chemistry. Geography. Ecology Series 127, no. 2 (2019): 8–12. http://dx.doi.org/10.32523/2616-6771-2019-127-2-8-12.

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29

Liu, Ying, Jun Ren, and Gui-Yu Jin. "Synthesis of pyrazolotriazolopyrimidine tri-fused heterocyclic compounds." Journal of Chemical Research 2004, no. 1 (2004): 50–52. http://dx.doi.org/10.3184/030823404323000774.

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30

Ganguly, A. K., C. H. Wang, M. David, P. Bartner, and T. M. Chan. "Synthesis of heterocyclic compounds using radical reactions." Tetrahedron Letters 43, no. 38 (2002): 6865–68. http://dx.doi.org/10.1016/s0040-4039(02)01537-x.

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31

Okuma, Kentaro. "Synthesis of Heterocyclic Compounds Using Aryne Intermediates." Journal of Synthetic Organic Chemistry, Japan 74, no. 4 (2016): 326–34. http://dx.doi.org/10.5059/yukigoseikyokaishi.74.326.

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32

Gazieva, Galina A., Angelina N. Kravchenko, and Oleg V. Lebedev. "Sulfamides in the synthesis of heterocyclic compounds." Russian Chemical Reviews 69, no. 3 (2000): 221–30. http://dx.doi.org/10.1070/rc2000v069n03abeh000562.

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33

Abdullah, Jasim Ali, and Muwafaq Ayesh Rabeaa. "Grinding-Assisted Synthesis of Some Heterocyclic Compounds." Asian Journal of Chemistry 32, no. 7 (2020): 1713–18. http://dx.doi.org/10.14233/ajchem.2020.22268.

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This article involves synthesis of some heterocyclic compounds from an amine derivative using ecofriendly approach (grinding). The first step involves synthesis of Schiff base from benzaldehyde derivatives (3-hydroxybenzaldehyde and 4-nitrobenzaldehyde) with 4-aminoantipyrine. These compounds were used as precursor for the synthesis of heterocyclic compounds and then synthesized tetrazole, oxazepine oxazepane derivatives from Schiff base with sodium azide, phthalic anhydride, maleic anhydride and succinic anhydride, respectively. The heterocyclic compounds were characterized by TLC, melting po

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34

Fu, Hua, and Tao Liu. "Copper-Catalyzed Synthesis of N-Heterocyclic Compounds." Synthesis 44, no. 18 (2012): 2805–24. http://dx.doi.org/10.1055/s-0032-1316763.

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35

Lu, Rongjian, Huazheng Yang, and Zhenfeng Shang. "SYNTHESIS OF FUSED PHOSPHORUS HETEROCYCLIC COMPOUNDS(III)." Phosphorus, Sulfur, and Silicon and the Related Elements 108, no. 1-4 (1996): 197–201. http://dx.doi.org/10.1080/10426509608029651.

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36

Journal, Baghdad Science. "Synthesis of some Heterocyclic Compounds Derived from." Baghdad Science Journal 10, no. 3 (2013): 525–36. http://dx.doi.org/10.21123/bsj.10.3.525-536.

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The 4-(?-bromo acetyl)-4?-toluene sulfonanilide (2) was used as key intermediate to synthesize new heterocyclic compounds. This bromo compound was synthesized via sulfonation of amino group of p-amino acetophenone using Hinsburg method with 4-toluene sulfonyl chloride to form 4-acetyl-4?-toluene sulfonanilide (1) which is used as a starting material in this work. This compound was brominated to yield compound (2) which is used as a precursor to synthesize new five and seven membered heterocyclic compounds such as substituted 1,3-oxazoles (3,4), 1,3-thiazole derivatives (5-7), thiourea compound

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37

Kochikyan, T. V., M. A. Samvelyan, V. S. Haroutyunyan, and A. A. Avetissyan. "Synthesis of Carboxylactones and New Heterocyclic Compounds." Synthetic Communications 36, no. 11 (2006): 1613–20. http://dx.doi.org/10.1080/00397910600591862.

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38

Pomel, S., F. Dubar, D. Forge, P. M. Loiseau, and C. Biot. "New heterocyclic compounds: Synthesis and antitrypanosomal properties." Bioorganic & Medicinal Chemistry 23, no. 16 (2015): 5168–74. http://dx.doi.org/10.1016/j.bmc.2015.03.029.

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39

Sobenina, L. N., A. I. Mikhaleva, and B. A. Trofimov. "Synthesis of pyrroles from heterocyclic compounds (review)." Chemistry of Heterocyclic Compounds 25, no. 3 (1989): 237–53. http://dx.doi.org/10.1007/bf00472377.

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40

Mortikov, V. Yu, L. A. Rodinovskaya, A. E. Fedorov, A. M. Shestopalov, and P. A. Belyakov. "Synthesis of heterocyclic compounds from 4-formylpyrazoles." Russian Chemical Bulletin 63, no. 2 (2014): 443–56. http://dx.doi.org/10.1007/s11172-014-0451-8.

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41

Ivantsova, M. N., M. I. Tokareva, and M. A. Mironov. "Multicomponent interphase synthesis of heterocyclic compounds (Review)." Chemistry of Heterocyclic Compounds 48, no. 4 (2012): 584–600. http://dx.doi.org/10.1007/s10593-012-1031-1.

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42

Patel, Mohan N., Parag S. Karia, Pankajkumar A. Vekariya, and Anshul P. Patidar. "Synthesis of heterocyclic compounds and its applications." Arabian Journal of Chemistry 12, no. 8 (2019): 2983–91. http://dx.doi.org/10.1016/j.arabjc.2015.06.031.

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43

Boitsov, Vitali M., Alexander V. Stepakov, Siqi Wang, et al. "Construction of Spiro[3-azabicyclo[3.1.0]hexanes] via 1,3-Dipolar Cycloaddition of 1,2-Diphenylcyclopropenes to Ninhydrin-Derived Azomethine Ylides." Synthesis 53, no. 12 (2021): 2114–32. http://dx.doi.org/10.1055/a-1360-9716.

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AbstractThe multi-component 1,3-dipolar cycloaddition of ninhydrin, α-amino acids (or peptides), and cyclopropenes for the synthesis of spirocyclic heterocycles containing both 3-azabicyclo[3.1.0]hexane and 2H-indene-1,3-dione motifs has been developed. This method provides easy access to 3-azabicyclo[3.1.0]hexane-2,2′-indenes with complete stereoselectivity and a high degree of atom economy under mild reaction conditions. A broad range of cyclopropenes and α-amino acids have been found to be compatible with the present protocol, which offers an opportunity to create a new library of biologica

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44

Yasuda, Masahide, Toshiaki Yamashita, Ryuji Kojima, and Kensuke Shima. "Photoamination Directed toward the Synthesis of Heterocyclic Compounds." HETEROCYCLES 43, no. 11 (1996): 2513. http://dx.doi.org/10.3987/rev-96-484.

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45

Patel, Sachin, Manish Patel, and Ranjan Patel. "Synthesis and characterization of heterocyclic substituted fluoran compounds." Journal of the Serbian Chemical Society 72, no. 11 (2007): 1039–44. http://dx.doi.org/10.2298/jsc0711039p.

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New quinazolinone-substituted fluoran compounds were synthesized by reaction of keto acid, 2?-carboxy-2-hydroxy-4-N-pyrrolidinylbenzophenone with different quinazolinone derivatives in the presence of conc. sulphuric acid. All the synthesized fluoran compounds were characterized by spectroscopic methods (IR, 1H-NMR and UV-visible spectroscopy) and elemental analysis. The fluoran compounds are colorless or nearly colorless and develop color on contact with electron-accepting compounds.

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46

Shaker, Raafat M. "Synthesis of 1,4-phenylene bridged bis-heterocyclic compounds." Arkivoc 2012, no. 1 (2011): 1–44. http://dx.doi.org/10.3998/ark.5550190.0013.101.

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47

Al-Iraqi, Mohammad, and Ahmad Najem. "Synthesis of Some Heterocyclic Compounds Containing Tetrahydroisoquinoline Moiety." JOURNAL OF EDUCATION AND SCIENCE 26, no. 5 (2013): 135–44. http://dx.doi.org/10.33899/edusj.2013.163063.

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48

R. Butti, Linda. "Synthesis some of heterocyclic compounds derived from thymol." JOURNAL OF EDUCATION AND SCIENCE 27, no. 4 (2018): 46–53. http://dx.doi.org/10.33899/edusj.2018.159297.

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49

Ferreira, Vitor. "Synthesis of Heterocyclic Compounds by Carbenoid Transfer Reactions." Current Organic Chemistry 11, no. 2 (2007): 177–93. http://dx.doi.org/10.2174/138527207779316462.

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50

Campanati, M., A. Vaccari, and O. Piccolo. "Environment-friendly synthesis of nitrogen-containing heterocyclic compounds." Catalysis Today 60, no. 3-4 (2000): 289–95. http://dx.doi.org/10.1016/s0920-5861(00)00345-x.

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