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Journal articles on the topic '·d]pyrano[3'

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Published: 5 June 2025

Last updated: 1 August 2025

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1

Marchalín, Štefan, Františka Pavlíková, and Dušan Ilavský. "Synthesis and spectral properties of pyrrolo[3',4':5,6]-4H-pyrano[2,3-d]pyrimidine derivatives." Collection of Czechoslovak Chemical Communications 54, no. 5 (1989): 1336–45. http://dx.doi.org/10.1135/cccc19891336.

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The starting 2-amino-5-ethoxycarbonyl-6-chloromethyl-4-(2-furyl)-3-cyano-4H-pyran (I) afforded on condensation with triethoxymethane 2-ethoxymethylenamino-4H-pyran II; treatment of the latter with ammonia yielded 2-formamidino-3-cyano-4H-pyran III, which, when heated in dilute ethanol, cyclized to 4-amino-6-ethoxycarbonyl-5-(2-furyl)-7-chloromethyl-4H-pyrano[2,3-d]pyrimidine (IV). Compound IV reacted with alkyl- or arylamines to give substituted 5H,6H,8H-pyrrolo[3',4':5,6]-4H-pyrano[2,3-d]pyrimidines VI, one of which (VIb, R = p-CH3C6H4) was alternatively obtained from 2-formamidino-4H-pyrano

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2

Kordian, Marcus, Holger Feist, Willi Kantlehner, Manfred Michalik, and Klaus Peseke. "Nucleoside Analogues from Push-Pull Functionalized Branched-Chain Pyranosides." Zeitschrift für Naturforschung B 61, no. 4 (2006): 406–12. http://dx.doi.org/10.1515/znb-2006-0406.

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The reaction of methyl 4,6-O-benzylidene-2-deoxy-α-D-erythro-hexopyranosid-3-ulose (1) with ethynylmagnesium bromide in tetrahydrofuran and subsequent trimethylsilylation yielded the methyl 4,6-O-benzylidene-2-deoxy-3-C-ethynyl-3-O-trimethylsilyl-α-D-ribo-hexopyranoside (3). Push-pull functionalization of 3 with N,N,N′,N′,N″,N″-hexamethylguanidinium chloride under basic conditions and following deprotection afforded the spiro{2,5-dihydro-3-dimethylamino- furan-2,8’-4’,4’a,6’,7’,8’,8’a-hexahydro-6’-methoxy-2’-phenyl-pyrano[3,2-d][1.3]dioxine}- 5-ylidenemalononitrile (9). Furthermore, compound 1

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3

Gomonov, Kirill A., Vasilii V. Pelipko, Igor A. Litvinov, et al. "Synthesis of new condensed naphthoquinone, pyran and pyrimidine furancarboxylates." Beilstein Journal of Organic Chemistry 21 (February 12, 2025): 340–47. https://doi.org/10.3762/bjoc.21.24.

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New representatives of dioxodihydronaphtho[2,3-b]furan-, furo[3,2-c][1]benzopyran-, furo[2,3-d]pyrano[4,3-b]pyran-, furo[2',3':4,5]pyrano[3,2-c]chromene-, and furo[2,3-d]pyrimidine carboxylates were obtained from the reactions of alkyl 3-bromo-3-nitroacrylates with representatives of carbo- and heterocyclic CH-acids under simple conditions, without the use of organocatalysts. The structures of the synthesized compounds were proven by a set of physicochemical methods, including X-ray diffraction analysis.

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4

Dashyan, Sh Sh, E. G. Paronikyan, A. S. Ayvazyan, S. S. Mamyan, and L. S. Hunanyan. "Synthesis and Prediction of Antitumor Activity of New Fused Pyrano[3,4-c]pyridines and Pyrano[4′,3′:4,5]pyrido[2,3-d]pyrimidines." Russian Journal of General Chemistry 92, no. 3 (2022): 383–92. http://dx.doi.org/10.1134/s1070363222030069.

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Abstract One-pot methods were developed for the preparation of 6-amino-3-isopropyl-7-aryl substituted-8-thioxo(oxo)pyrano[3,4-c]pyridines derivatives. The latter served as starting materials for the synthesis of a new pyrano[4′,3′:4,5]pyrido[2,3-d]pyrimidine heterosystems. The proposed mechanisms of one-pot reactions were presented. Antitumor activity of new synthesized compounds was predicted by in silico methods.

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5

Abed, Nosrat Mustafa, Nadia Sobhy Ibrahim, and Mohamed Helmy Elnagdi. "Studies on Heterocyclic Enamines: New Synthesis of Pyrano[2,3-b]pyndine, Pyrano[2,3-d]pyrimidine and Pyrano[2,3-c]pyrazole Derivatives." Zeitschrift für Naturforschung B 41, no. 7 (1986): 925–28. http://dx.doi.org/10.1515/znb-1986-0721.

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AbstractA variety of novel pyrano[2,3-d]pyrimidines could be obtained via reaction of ethyl 2-amino- 3-cyano-6-methylpyran-4-carboxylate with a variety of reagents. Evidence for the existance of this pyran derivative as a ring chain tautom er is presented.

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6

Kordian, Marcus, Holger Feist, and Klaus Peseke. "Anellation and Ring Transformations of Push-pull-functionalized Deoxypyranosiduloses." Zeitschrift für Naturforschung B 64, no. 6 (2009): 676–82. http://dx.doi.org/10.1515/znb-2009-0613.

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Reaction of (E)-3-aminomethylene-α-D-erythro-hexopyranosid-2-ulose 5 with substituted 5- aminopyrazoles afforded the pyrano-anellated pyrazolo[1,5-a]pyrimidines 8. The treatment of the corresponding (E)-2-aminomethylene-α-D-erythro-hexopyranosid-3-ulose 6 with 5-aminopyrazoles and (benzimidazol-2-yl)acetonitrile yielded in a ring transformation process the D-erythronoyl-pyrazolo[ 1,5-a]pyrimidine-3-carbonic acid derivatives 10 and D-erythronoyl-pyrido[1,2-a]benzimidazole- 4-carbonitrile (12), respectively

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7

Dabaeva, V. V., M. R. Baghdasaryan, I. M. Barkhudaryants, E. G. Paronikyan, and Sh Sh Dashyan. "Synthesis of new fused 3(4)-substituted 11-furylthieno[3,2-<i>d</i>]pyrimidine derivatives." Журнал общей химии 93, no. 9 (2023): 1351–57. http://dx.doi.org/10.31857/s0044460x23090056.

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A method was developed for the synthesis of new fused 3-alkyl-substituted derivatives of thieno[3,2- d ]pyrimidin-4(3 H )-ones based on 11-(2-furyl)-8,8-dimethyl-7,10-dihydro-8 H -pyrano[3′′,4′′:5′,6′]pyrido[3′,2′:4,5]-thieno[3,2- d ]pyrimidin-4(3 H )-one via nucleophilic substitution in the pyrimidine ring. A series of fused 4-amino-substituted 11-furylthieno[3,2- d ]pyrimidine derivatives was also synthesized from the corresponding 4-chloro derivative.

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8

Kostrub, V. V., and E. B. Tsupak. "Pyrano[4,3-d]pyrimidinium salts 3. Reactions of 1,3-dimethyl-2,4-dioxo-1H,3H-pyrano[4,3-d]pyrimidinium salts with azomethines." Russian Chemical Bulletin 58, no. 7 (2009): 1465–68. http://dx.doi.org/10.1007/s11172-009-0196-y.

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9

Khalaj, Mehdi, Mahboubeh Taherkhani, Leo Payen, and Axel Klein. "A Sulfonic Acid Polyvinyl Pyridinium Ionic Liquid Catalyzes the Multi-Component Synthesis of Spiro-indoline-3,5′-pyrano[2,3-d]-pyrimidines and -Pyrazines." Molecules 28, no. 9 (2023): 3663. http://dx.doi.org/10.3390/molecules28093663.

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A sulfonated poly-4-vinyl pyridinium (PVPy-IL-B-SO3H) containing an acidic pyridinium/HSO3− ionic liquid moiety was prepared and used as a catalyst for the three-component reaction of malononitrile with 1-alkylindoline-2,3-diones and 1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione or methyl 5-hydroxy-1H-pyrazole-3-carboxylate, leading to methyl 6′-amino-5′-cyano-2-oxo-2′H-spiro[indoline-3,4′-pyrano[2,3-c]pyrazole]-3′-carboxylates or -3,4′-pyrano[2,3-d]pyrimidine]-6′-carbonitrile derivatives under ultrasonic irradiation conditions. The solid catalyst allows easy separation, is cheap, produces hig

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10

Shokol, Tatyana, Natalia Gorbulenko, and Khilya Volodymyr. "Synthesis of linear hetarenochromones based on 7-hydroxy-6-formyl(acetyl)chromones." French-Ukrainian Journal of Chemistry 9, no. 1 (2021): 70–96. http://dx.doi.org/10.17721/fujcv9i1p70-96.

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Fused chromones are attracting increasing attention as novel therapeutic agents due to their wide distribution in nature, effective bioactivities and low toxicity. 6-Carbonyl-7-hydroxychromones proved to be versatile synthons for the synthesis of linear hetarenochromones by annulation of heterocycle to the chromone core. The present review is focused on the syntheses of furo[3,2-g]chromones, pyrano[3,2-g]chromones and some of their N-containing analogues, namely chromeno[6,7-d]isoxazoles, pyrano[3’,2’:6,7]chromeno[4,3-b]pyridine-5,11-diones and pyrano[3’,2’:6,7]chromeno[4,3-c]pyridine-5,11-dio

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11

Suresh, Lingala, Y. Poornachandra, S. Kanakaraju, C. Ganesh Kumar, and G. V. P. Chandramouli. "One-pot three-component domino protocol for the synthesis of novel pyrano[2,3-d]pyrimidines as antimicrobial and anti-biofilm agents." Organic & Biomolecular Chemistry 13, no. 26 (2015): 7294–306. http://dx.doi.org/10.1039/c5ob00693g.

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A simple and facile synthesis of a series of novel pyrano[2,3-d]pyrimidines have been achieved successfullyviaone-pot three-component reaction of 2-amino-7-methyl-5-oxo-4-phenyl-4,5-dihydropyrano[4,3-b]pyran-3-carbonitriles, DMF-DMA and arylamines.

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12

Bogdanowicz-Szwed, Krystyna, та Aleksandra Pałasz. "Synthesis of 3,4-Dihydro-2H-pyrans by Hetero-Diels-Alder Reactions of Functionalized α,β-Unsaturated Carbonyl Compounds with Styrenes". Zeitschrift für Naturforschung B 56, № 4-5 (2001): 416–22. http://dx.doi.org/10.1515/znb-2001-4-515.

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Abstract Cycloadditions of 3-aryl-2-benzoyl-2-propenenitriles 1a,b to styrene (2a) and its methyl or methoxy-substituted derivatives 2b-d proceed regio- and diastereoselectively yielding cis and trans diastereoisomers of 2,4,6-triaryl-3,4-dihydro-2H-pyran-5-carbonitriles 3 and 4 in 59-72% yield. Cycloadducts cis-3 were the major products. Reaction of 5-(4-nitrobenzylidene)-1,3-dimethylbarbituric acid (5) with styrenes 2a-d afforded diastereoisomeric mixtures of 2H-pyrano[2,3-d]pyrimidine-2,4(3H)-diones cis-6 and trans-7 in 71 - 78% yield.

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13

Yang, Wen-Juan, Qiu Sun, Jing Sun, and Chao-Guo Yan. "Domino aza/oxa-hetero-Diels–Alder reaction for construction of novel spiro[pyrido[3′,2′:5,6]pyrano[2,3-d]pyrimidine-7,5′-pyrimidine]." Organic Chemistry Frontiers 5, no. 18 (2018): 2754–58. http://dx.doi.org/10.1039/c8qo00784e.

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The unprecedented reaction of α,β-unsaturated N-arylaldimines with two molecular 5-arylidene-1,3-dimethylbarbituric acids in methylene dichloride at room temperature afforded unique spiro[pyrido[3′,2′:5,6]pyrano[2,3-d]pyrimidine-7,5′-pyrimidines] in moderate to good yields and with high diastereoselectivity.

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14

S, M. HASSAN, M. KHAFAGY M., A. EMAM H., and A. EL-MAGHRABY A. "Synthesis of New 2-Substituted-pyrazolo[4',3':5,6]pyrano[3,2-e][1,2,4]triazolo[ 1,5 -c ]pyrimidine Derivatives." Journal of Indian Chemical Society Vol. 74, Jan 1997 (1997): 27–29. https://doi.org/10.5281/zenodo.5876741.

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Chemistry Department. Faculty of Science. Al-Azhar University, Nasr City, Cairo, Egypt <em>Manuscript received 3 November 1994, revised 3 April 1995 accepted 31 May 1995</em> 1,3-Diphenylpyrazol-5-one has been reacted with arylidenemalononitriles (la d) to afford pyrano[2,3-cipyrazoles (2a-d). Reaction of 2d with triethyl orthoformate gives compound 4 which on hydrazinolysis yields aminoiminopyrhnidine derivative (5) Interaction of diffeient carboxylic acid derivatives with compound 5 gives 2-substituted-1,2,4-triazolopyrimidine derivatives (6-11).

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15

Elian, Mohamed, Ibrahim AbdelHafiz, and Mohamed AbdElReheim. "PYRIMIDINETHIONES AS BUILDING BLOCKS IN HETEROCYCLIC SYNTHESIS: SYNTHESIS OF PYRANO[2,3-D]PYRIMIDINE, CHROMENO[2,3-D]PYRIMIDINE, PYRIDO[3',2':5,6]PYRANO[2,3-B]PYRIDINE AND PYRIMIDO[5',4':5,6]PYRANO[2,3-D]PYRIMIDINE." Sinai Journal of Applied Sciences 3, no. 2 (2014): 51–62. http://dx.doi.org/10.21608/sinjas.2014.78457.

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16

Mahmoud, Naglaa F. H., Eman A. El-Bordany, and Galal A. Elsayed. "Synthesis and Pharmacological Activities of Pyrano[2,3-d]pyrimidine and Pyrano[2,3-d]pyrimidine-5-one Derivatives as New Fused Heterocyclic Systems." Journal of Chemistry 2017 (2017): 1–7. http://dx.doi.org/10.1155/2017/5373049.

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Various fused oxazine such as 4-(4-methoxyphenyl)-3,7-dimethyl-1,4-dihydro-5H-pyrazolo [4′,3′:5,6]pyrano[2,3-d][1,3]oxazin-5-one2has been prepared and utilized as a starting material for novel pyrazolopyranopyrimidinones3,5,6, and7a–cand pyrazolopyranopyrimidines4,9,10, and11which are expected to possess considerable chemical and pharmacological activities. The structures of the new compounds have been elucidated by spectroscopic data and elemental analysis. The antioxidant and anticancer activities of synthesized products have been evaluated.

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17

Kostrub, V. V., and E. B. Tsupak. "ChemInform Abstract: Pyrano[4,3-d]pyrimidinium Salts. Part 3. Reactions of 1,3-Dimethyl-2,4-dioxo-1H,3H-pyrano[4,3-d]pyrimidinium Salts with Azomethines." ChemInform 41, no. 48 (2010): no. http://dx.doi.org/10.1002/chin.201048149.

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18

Abd El-Wahab, Ashraf Hassan Fekry, and Hany Mostafa Mohamed. "Synthesis and DFT Study of 7-Bromophenylnaphthopyran Moieties." Asian Journal of Chemistry 35, no. 8 (2023): 1819–26. http://dx.doi.org/10.14233/ajchem.2023.28032.

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A one-pot, three-component reaction of 6-bromo-2-naphthol (1), p-chlorobenzaldehyde (2) and malononitrile or ethyl cyanoacetate (3) in ethanol/piperidine under reflux was performed to afford 4H-naphtho[2,1-b]pyrano-3-carbonitrile (4a) and ethyl 4H-naphtho[2,1-b]pyrano-3-carboxylate (4b) derivatives, respectively. The structure of these compounds was determined using IR, 1H NMR, 13C NMR, mass spectroscopy and UV-Vis spectra. The molecular geometry of compounds 4a and 4b was determined at the B3LYP/631+G(d) level. The geometric optimization was performed on two tautomers and two conformers. Taut

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19

Ullah, Mohammad Shahid, M. Giasuddin Ahmed, UKR Romman, Kawsari Akhter, S. Mosaddeq Ahmed, and Md Ershad Halim. "Synthesis Of 5, 7-Diaryl-1,5-Dihydro (Or 1, 2, 3, 5-Tetrahydro)- Pyrano[2, 3-D] Pyrimidin-2, 4-Diones (Or 2-Thioxo-4-Ones)." Journal of the Bangladesh Chemical Society 25, no. 2 (2013): 124–31. http://dx.doi.org/10.3329/jbcs.v25i2.15064.

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Some 5, 7-diaryl-1,5-dihydro (or 1, 2, 3, 5-tetrahydro)- pyrano[2, 3-d] pyrimidin-2, 4- diones (or 2-thioxo-4-ones) (3a-g) has been synthesized in one-step by the cyclocondensation of barbituric acid or thiobarbituric acid (1) with arylideneacetophenones (2a-d), in glacial acetic acid in the presence of phosphorous pentoxide. The structures of the compounds 3a-g were determined by their UV, IR, 1H NMR, 13C NMR, mass spectral data and elemental analyses. Journal of Bangladesh Chemical Society, Vol. 25(2), 124-131, 2012 DOI: http://dx.doi.org/10.3329/jbcs.v25i2.15064

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20

M. Hassanin, Noha, Tarik E. Ali, Somaia M. Abdel-Kariem, Somaya M. El-Edfawy, Wafaa R. Abdel-Monem, and Hafez M. El-Shaaer. "Synthesis of Some Novel Antimicrobial and Antioxidant Agents of Functionalized Pyrazolo[4',3':5,6]pyrano[3,2-d]- [1,2]azaphospholes and Pyrazolo[4',3':5,6]pyrano[2,3-d][1,3,2]diazaphosphinines." HETEROCYCLES 100, no. 11 (2020): 1902. http://dx.doi.org/10.3987/com-20-14325.

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21

Akhter, K., SM Ahmed, Md E. Halim, et al. "One step cyclocondensation of (thio)barbituric acid with chalcones in glacial acetic acid and phosphorous pentoxide: Part-I." Bangladesh Journal of Scientific and Industrial Research 51, no. 2 (2016): 129–38. http://dx.doi.org/10.3329/bjsir.v51i2.28110.

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Some new 5, 7-diaryl-1,5-dihydro (or 1, 2, 3, 5-tetrahydro)- pyrano[2, 3-d] pyrimidin-2, 4-diones (or 2-thioxo-4-ones) (3a-h) have been synthesized in one-step by cyclocondensation of barbituric acid or thiobarbituric acid (1) with arylideneacetophenones (2a-d), in glacial acetic acid in the presence of phosphorous pentoxide. The structures of the compounds 3a-h have been determined by UV, IR, 1H NMR, 13C NMR, mass spectral data and elemental analyses. The compounds 3a-h do not seem to be available in the literatureBangladesh J. Sci. Ind. Res. 51(2), 129-138, 2016

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22

Sibdas, Ray, and Kr. Paul Subol. "Studies on reaction of hydroxycoumarin compounds with formamide." Journal of Indian Chemical Society Vol. 81, Jun 2004 (2004): 488–91. https://doi.org/10.5281/zenodo.5833444.

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Department of Chemistry, University of Calcutta, University College of Science, Kolkata-700 009, India <em>E-mail :</em> sibdas2002@yahoo.co.in <em>Manuscript received 24 November 2003, accepted 21 January 2004</em> 3-Hydroxycoumarin, on reaction with hot formamide, produced 3-formylaminocoumarin (2) which underwent deformylation on fusion with <em>p</em>-toluenesulphonic acid monohydrate to produce very pure variety of 3- aminocoumarin. 4-Hydroxycoumarin and 4-hydroxybenzo[b]thiopyran-2-one (7) on similar reaction produced benzo[l]pyrano[ 4,3-<em>d</em>]oxazol-4-one (6) and benzo[l]thiopyrano

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23

Mojtahedi, Mohammad M., Masoomeh Mehraban, Kiana Darvishi, and M. Saeed Abaee. "Ultrasound mediated synthesis of dihydropyrano[3,2-d][1,3]dioxin-7-carbonitrile derivatives in H2O/EtOH medium." Heterocyclic Communications 23, no. 2 (2017): 91–95. http://dx.doi.org/10.1515/hc-2017-0014.

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AbstractA one-pot cyclocondensation of 1,3-dioxane-5-one (1) with malononitrile and aromatic aldehydes in aqueous sodium hydroxide under ultrasonic irradiation furnishes a series of pyrano[3,2-d][1,3]dioxin derivatives 3. Reactions are completed after a few minutes and the precipitated products are purified by simple crystallization from ethanol. The reaction with ethyl cyanoacetate instead of malononitrile gives the respective analogous products in high yields.

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24

Dabaeva, V. V., E. G. Paronikyan, I. M. Barkhudaryants, Sh Sh Dashyan, and M. R. Baghdasaryana. "Synthesis and Transformations of Hydrazine-Substituted Pyrano[3″,4″:5′,6′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine." Журнал общей химии 94, no. 3 (2024): 370–75. http://dx.doi.org/10.31857/s0044460x24030079.

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A method was developed for the synthesis of 11-(2-furyl)-4-hydrazino-8,8-dimethyl-7,10-dihydro-8H-pyrano[3″,4″:5′,6′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine on the basis of which new heterocyclic systems were synthesized. The conditions for the azido/tetrazole transformation of the resulting condensed tetrazolo[1,5-c]pyrimidine were studied. Isomeric triazolo[4,3-c]- and -[1,5-c]pyrimidines were synthesized and the conditions for the transformation of the first isomer into the second in accordance with the Dimroth rearrangement were established.

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25

Abdel-Wadood, Fatma K., Maisa I. Abdel-Monem, Atiat M. Fahmy, and Ahmed A. Geies. "One-pot Synthesis of 1,6-Naphthyridines, Pyranopyridines and Thiopyranopyridines." Zeitschrift für Naturforschung B 63, no. 3 (2008): 303–12. http://dx.doi.org/10.1515/znb-2008-0314.

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A one-step synthesis of [1,6]naphthyridine-2(1H)-thione (3a), pyrano[3,4-b]pyridine-2(1H)- thione (3b), thiopyrano[3,4-b]pyridine-2(1H)-thione (3c) and 6-oxoquinoline-2(1H)-thione (3d) through the reaction of benzylidene-cyanothioacetamide (1) with cyclic ketones 2a−d is described. The reaction of 3a−d with organyl chlorides yielded the 2-alkylthio-3-cyanopyridines 4a−p which upon refluxing in ethanolic sodium ethoxide afforded the thieno[2,3-b]pyridine derivatives 5a−n. Some of the synthesized compounds were screened for the activity against bacteria and fungi.

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26

Akhter, K., ME Halim, SM Ahmed, et al. "One step cyclocondensation of (thio) barbituric acid with chalcones in glacial acetic acid and phosphorous pentoxide, Part-II." Bangladesh Journal of Scientific and Industrial Research 52, no. 2 (2017): 115–24. http://dx.doi.org/10.3329/bjsir.v52i2.32921.

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A number of new 5, 7-diaryl-1,5-dihydro (or 1, 2, 3, 5-tetrahydro)- pyrano [2, 3-d] pyrimidin-2, 4-diones (or 2-thioxo-4-ones) (3a-g) have been synthesized in one-step by cyclocondensation of barbituric acid or thiobarbituric acid (1) with arylideneacetophenones (2a-d), in glacial acetic acid in the presence of phosphorous pentoxide. The structures of the compounds 3a-g have been determined by UV, IR, 1H NMR, 13C NMR, mass spectral data and elemental analyses. The compounds 3a-g do not seem to be available in the literature.Bangladesh J. Sci. Ind. Res. 52(2), 115-124, 2017

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27

Eldin, Sanaa M. "Reactions of Cyanothioacetamide Derivatives with 2-Hydrazinothiazol-4(5H)-one: Synthesis, Cyclization and Biological Evaluation of Several New Annelated Pyran, Thiazole, 1,2,4-Triazole and 1,2,4-Triazine Derivatives." Zeitschrift für Naturforschung B 54, no. 12 (1999): 1589–97. http://dx.doi.org/10.1515/znb-1999-1218.

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The thiocarboxamidocinnamonitriles (2) reacted with 2-hydrazinothiazol-4(5H)-one (3) to afford the corresponding pyrano[2,3-d]thiazoles (6). Compounds 6 were used for the synthesis of several new annelated pyran, thiazole, 1,2,4-triazole and 1,2,4-triazine derivatives via their reactions with chloroacetic acid, ethyl chloroformate, diethyl oxalate and acetylacetone. Structures were established based on elemental and spectral data studies. Some of the newly synthesized heterocyclic derivatives were tested for their antimicrobial activity.

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28

Heydari, Zahra, Maryam Mohammadi-Khanaposhtani, Somaye Imanparast та ін. "Pyrano[3,2-c]quinoline Derivatives as New Class of α-glucosidase Inhibitors to Treat Type 2 Diabetes: Synthesis, in vitro Biological Evaluation and Kinetic Study". Medicinal Chemistry 15, № 1 (2019): 8–16. http://dx.doi.org/10.2174/1573406414666180528110104.

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Background: Pyrano[3,2-c]quinoline derivatives 6a–n were synthesized via simple two-step reactions and evaluated for their in vitro α-glucosidase inhibitory activity. </P><P> Methods: Pyrano[3,2-c]quinoline derivatives 6a–n derivatives were prepared from a two-step reaction: cycloaddition reaction between 1-naphthyl amine 1 and malonic acid 2 to obtain benzo[h]quinoline-2(1H)-one 3 and reaction of 3 with aryl aldehydes 4 and Meldrum’s acid 5. The anti- α-glucosidase activity and kinetic study of the synthesized compounds were evaluated using α-glucosidase from Saccharomyces cerevis

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29

Kazemi-Rad, Reyhaneh. "A green approach to electrosynthesis of chromeno[3’,4’:5,6] pyrano [2,3-d] pyrimidines." Analytical Methods in Environmental Chemistry Journal 1, no. 01 (2018): 39–46. http://dx.doi.org/10.24200/amecj.v1.i01.35.

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Eletrochemistry is a broad, useful, and selective technique method in many research fields. Among them, the investigation of performance of electrochemical methods in determination, synthesis and selective reduction/oxidation of different elements and molecules have attracted growing attention due their intrinsic advantages such as selectivity, low cost, and high yield of synthesis. Moreover, electrocatalytic synthesis of organic molecules is known as a green and environmentally benign method. In the present form, electrocatalytic multicomponent transformation of barbituric acid, aromatic alde

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30

Yadav, J. S., B. V. S. Reddy, L. Chandraiah, B. Jagannadh, S. Kiran Kumar, and Ajit C. Kunwar. "Sc(OTf)3-catalyzed synthesis of pyrano[3,2-b]-1-benzopyrans from d-glycals." Tetrahedron Letters 43, no. 25 (2002): 4527–30. http://dx.doi.org/10.1016/s0040-4039(02)00816-x.

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31

Oganisyan, A. Sh, A. S. Noravyan, and M. Zh Grigoryan. "Condensed Pyridopyrimidines. 6. Synthesis of Novel Pyrano[3',4':6,7]pyrido[2,3-d]pyrimidines." Chemistry of Heterocyclic Compounds 39, no. 9 (2003): 1203–6. http://dx.doi.org/10.1023/b:cohc.0000008266.92949.ba.

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32

Shamroukh, Ahmed H., Magdi E. A. Zaki, Eman M. H. Morsy, Faiza M. Abdel-Motti, and Farouk M. E. Abdel-Megeid. "Synthesis of Pyrazolo[4′,3′:5,6]pyrano[2,3-d]pyrimidine Derivatives for Antiviral Evaluation." Archiv der Pharmazie 340, no. 5 (2007): 236–43. http://dx.doi.org/10.1002/ardp.200700005.

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33

Chantegrel, Bernard, Abdel-Ilah Nadi, and Suzanne Gelin. "Synthesis of some 3-alkenyl-4-oxo-6,7-dihydro-4H-pyrano[3,4-d]isoxazoles." Journal of Heterocyclic Chemistry 22, no. 4 (1985): 1127–28. http://dx.doi.org/10.1002/jhet.5570220441.

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34

Youssef, Ahmed Said Ahmed. "Reactions of 2-amino-4,5,6,7-tetrahydro[1]benzothiophene-3-carbonitrile and 6-amino-1,4-dihydro-3-methyl-1,4-diphenylpyrano[2,3-c]pyrazole-5-carbonitrile with substituted benzylidenemalononitriles, α,β-acetylenic esters and ketones". Journal of Chemical Research 2009, № 4 (2009): 214–17. http://dx.doi.org/10.3184/030823409x435874.

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Reactions of 2-amino-4,5,6,7-tetrahydro[1]benzothiophene-3-carbonitrile (1a) with substituted benzylidenemalononitriles gave 4-amino-2-(1-cyano-2-arylvinyl)benzothieno[2,3- d]pyrimidine derivatives (3) as ( E,Z)-mixtures and in one case (2c) as separated ( Z)- and ( E)-isomers. Similar treatment of 6-amino-1,4-dihydro-3-methyl-1,4-diphenyl-pyrano[2,3- c]pyrazole-5-carbonitrile (4) yielded similarly-formed pyrazolopyranopyrimidine derivatives (5a, b) as ( Z)-and ( E)-stereoisomers. Attempted acetylation of the aminobenzothienopyrimidines resulted in degradation of the pyrimidine ring and the fo

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35

Rahman, M. Mahbubur, S. Mosaddeq Ahmed, SMA Hakim Siddiki, et al. "A One Pot Synthesis of 5, 7-diaryl-1,5-dihydro (or 1, 2, 3, 5-tetrahydro)- pyrano[2, 3-D] pyrimidin-2, 4-diones (or 2-thioxo-4-ones)." Dhaka University Journal of Science 61, no. 2 (2013): 167–71. http://dx.doi.org/10.3329/dujs.v61i2.17065.

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A number of 5, 7-diaryl-1,5-dihydro (or 1, 2, 3, 5-tetrahydro)- pyrano[2, 3-d] pyrimidin-2, 4-diones (or 2-thioxo-4-ones) (3a-f) have been synthesized in one-step by cyclocondensation of barbituric acid or thiobarbituric acid (1) with arylideneacetophenones (2a-c), in glacial acetic acid in the presence of phosphorous pentoxide. The structures of the compounds 3a-f have been determined by UV, IR, 1H NMR, 13C NMR, mass spectral data and elemental analyses. DOI: http://dx.doi.org/10.3329/dujs.v61i2.17065 Dhaka Univ. J. Sci. 61(2): 167-171, 2013 (July)

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36

Vlachou, Evangelia-Eirini N., Thomas D. Balalas, Dimitra J. Hadjipavlou-Litina, Konstantinos E. Litinas, and Matina Douka. "2,9-Dimethyl-4H-oxazolo[5’,4’:4,5]pyrano[3,2-f]quinolin-4-one." Molbank 2023, no. 1 (2023): M1591. http://dx.doi.org/10.3390/m1591.

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The new 2,9-dimethyl-4H-oxazolo[5’,4’:4,5]pyrano[3,2-f]quinolin-4-one was successfully prepared through the three-component iodine-catalyzed reaction of n-butyl vinyl ether with the new 8-amino-2-methyl-4H-chromeno[3,4-d]oxazol-4-one. The latter was prepared by the reduction of 2-methyl-8-nitro-4H-chromeno[3,4-d]oxazol-4-one with Pd/C in a hydrogen atmosphere. The above nitro compound was synthesized by the condensation of N-(4-hydroxy-6-nitro-2-oxo-2H-chromen-3-yl)acetamide with P2O5 under microwave irradiation. The above acetamide derivative was prepared during the nitration of 2-methyl-4H-c

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37

Mohareb, Rafat M., Amira E. M. Abdallah, and Ebtsam A. Ahmed. "Synthesis and cytotoxicity evaluation of thiazole derivatives obtained from 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene- 3-carbonitrile." Acta Pharmaceutica 67, no. 4 (2017): 495–510. http://dx.doi.org/10.1515/acph-2017-0040.

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Abstract Reactivity of 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3- carbonitrile towards thioglycolic acid resulted in thiazole derivative 1. The latter reacted with different chemical reagents to give thiazole, pyrano[2,3-d]thiazole and thiazolo[ 4,5-d]thiazole derivatives. Cytotoxicity effects of the newly synthesized products against six cancer cell lines, namely, human gastric cancer (NUGC), human colon cancer (DLD- 1), human liver cancer (HA22T and HEPG-2), human breast cancer (MCF) and nasopharyngeal carcinoma (HONE-1) as well as against a normal fibroblast cell (WI-38) were evaluated.

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Batyrkhanovna Derbisbekova, Uldan, Ubaidilla Mahambetovich Datkhayev, Irina Alexandrovna Zhuravel, Roza Amirzhanovna Omarova, and A. A. Turgumbayeva. "Synthesis of Some Derivatives of the 4H-pyrido[4',3':5,6] pyrano[2,3-d]pyrimidines." Oriental Journal of Chemistry 33, no. 04 (2017): 1914–20. http://dx.doi.org/10.13005/ojc/330437.

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Kumar, B. S., P. V. A. Lakshmi, B. S. Veena, and E. Sujatha. "Synthesis and antibacterial activity of novel pyrano[2,3-d]pyrimidine-4-one–3-phenylisoxazole hybrids." Russian Journal of General Chemistry 87, no. 4 (2017): 829–36. http://dx.doi.org/10.1134/s1070363217040260.

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Nagaraju, Pallava, Pedavenkatagari Narayana Reddy, Pannala Padmaja, and Vinod G. Ugale. "Synthesis, Antiproliferative Activity and Molecular Docking of New Thiazole/Benzothiazole Fused Pyranopyrimidine Derivatives." Letters in Organic Chemistry 17, no. 12 (2020): 951–58. http://dx.doi.org/10.2174/1570178617666200319114611.

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A new class of 4H,5H-benzo[4,5]thiazolo[3,2-a]pyrano[2,3-d]pyrimidin-5-one and 5H,6Hpyrano[ 2,3-d]thiazolo[3,2-a]pyrimidin-5-one derivatives were synthesized via the one-pot threecomponent reaction of 2-hydroxy-4H-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-one and 7-hydroxy-5Hthiazolo[ 3,2-a]pyrimidin-5-one to various aromatic aldehydes and malononitrile. This domino transformation involves the formation of pyranopyrimidine ring by the formation of three C–C bonds and one C– O bond a single synthetic operation. As the products precipitate out of the reaction, simple filtration is enough to gather th

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41

Kanevskaya, I. V., N. V. Pchelintseva та O. V. Fedotova. "Functionalization of 4-hydroxy-6-methyl-2Н-pyran-2-one under the conditions of the modified Biginelli reaction". Журнал органической химии 59, № 4 (2023): 466–74. http://dx.doi.org/10.31857/s0514749223040055.

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The features of the interaction of 4-hydroxy-6-methyl-2 H -pyran-2-one with aromatic aldehydes and urea in the one-pot mode of the classical mode, as well as using thermal and microwave activation of The Biginelli reaction variants, were studied. Depending on the conditions of single-reactory processes, previously unknown 3-[amino(aryl)methyl]-4-hydroxy-6-methyl-2 H -pyran-2-one, arylmethylenebis-4-hydroxy-6-methyl-2 H -pyran2-one, hybrid system - 2-hydroxy-7-methyl-4-(3-nitrophenyl)-4,4a-dihydro-5 H -pyrano[4,3- d ]pyrimidine-5-one in the case of transformation with aryl aldehyde containing a

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42

Govindaraju, Santhosh, Sumaiya Tabassum, and Mohamed Afzal Pasha. "Citric-Acid-Catalyzed Green and Sustainable Synthesis of Novel Functionalized Pyrano[2, 3-e ]pyrimidin- and Pyrano[2, 3-d ]pyrazol-amines in Water via One-Pot Multicomponent Approaches." ChemistrySelect 3, no. 13 (2018): 3832–38. http://dx.doi.org/10.1002/slct.201703023.

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43

Dashyan, Sh Sh, T. A. Nikoghosyan, and E. G. Paronikyan. "Synthesis and Alkylation of Pyrano[4′′,3′′:4′,5′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine-8,10-dithione." Russian Journal of General Chemistry 94, no. 8 (2024): 1935–40. http://dx.doi.org/10.1134/s107036322408005x.

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44

Dorostkar-Ahmadi, Nadieh, Abolghasem Davoodnia, Niloofar Tavakoli-Hoseini, Hossein Behmadi, and Mahboobeh Nakhaei-Moghaddam. "Facile synthesis of new pyrazolo[4′,3′:5,6]pyrano[2,3-d]pyrimidin-5(1H)-ones via the tandem intramolecular Pinner–Dimroth rearrangement and their antibacterial evaluation." Zeitschrift für Naturforschung B 74, no. 2 (2019): 175–81. http://dx.doi.org/10.1515/znb-2018-0166.

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AbstractSome new 7-alkyl-4,6-dihydropyrazolo[4′,3′:5,6]pyrano[2,3-d]pyrimidin-5(1H)-ones were prepared through heterocyclization of 6-amino-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles with aliphatic carboxylic acids in the presence of phosphoryl chloride under reflux in high yields. The suggested mechanism involves a tandem intramolecular Pinner–Dimroth rearrangement. The products were characterized on the basis of FT-IR, 1H NMR, and 13C NMR spectral and microanalytical data and evaluated for their antibacterial activity against Gram-positive bacteria (Staphylococcus aureus and Staphyloco

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45

Ali, Tarik E., Dina A. Bakhotmah, and Mohammed A. Assiri. "Synthesis of some new functionalized pyrano[2,3-c]pyrazoles and pyrazolo[4′,3′:5,6] pyrano[2,3-d]pyrimidines bearing a chromone ring as antioxidant agents." Synthetic Communications 50, no. 21 (2020): 3314–25. http://dx.doi.org/10.1080/00397911.2020.1800744.

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46

Easton, C. J., C. M. M. Hughes, and E. R. T. Tiekink. "Crystal structure of 3-(2,6-dichlorophenyl)-6,7-dihydro-4H- pyrano[3,4-d]isoxazol-4-one, C12H7CI2NO3." Zeitschrift für Kristallographie - New Crystal Structures 218, JG (2003): 385–86. http://dx.doi.org/10.1524/ncrs.2003.218.jg.385.

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47

Easton, C. J., C. M. M. Hughes, and E. R. T. Tickink. "Crystal structure of 3-(2,6-dichlorophenyl)-4,5-dihydro-7H-pyrano[4,3-d]isoxazol-7-one, C12H7CI2NO3." Zeitschrift für Kristallographie - New Crystal Structures 218, JG (2003): 387–88. http://dx.doi.org/10.1524/ncrs.2003.218.jg.387.

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48

Oganessyan, A. Sh, A. S. Noravyan, and M. Zh Grigoryan. "Condensed pyridopyridimines. 8. Synthesis of new derivatives of pyrano[3?,4?:6,7]pyrido[2,3-d]pyrimidine." Chemistry of Heterocyclic Compounds 40, no. 10 (2004): 1342–45. http://dx.doi.org/10.1007/s10593-005-0078-7.

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49

Gnichtel, Horst, Leonore Autenrieth-ansorge, Jochen Dachmann, Peter Luger, and Andreas Duda. "Cycloaddition mit ungesättigten Zuckern, VI Die Synthese Diastereomerer 4H-Pyrano [3, 4-d] Isoxazol-4-One." Journal of Carbohydrate Chemistry 6, no. 4 (1987): 673–83. http://dx.doi.org/10.1080/07328308708058896.

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50

Oganisyan, A. Sh, A. S. Noravyan, M. Zh Grigoryan, and Arzh Sh Oganisyan. "Condensed pyridopyrimidines. 1. Synthesis of new derivatives of pyrano[3′,4′∶5,6]pyrido[2,3-d]pyrimidines." Chemistry of Heterocyclic Compounds 35, no. 9 (1999): 1094–96. http://dx.doi.org/10.1007/bf02251803.

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