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Relevant bibliographies by topics / Pyran - Synthesis

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Academic literature on the topic 'Pyran - Synthesis'

Author: Grafiati

Published: 4 June 2021

Last updated: 9 February 2022

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Journal articles on the topic "Pyran - Synthesis"

1

Marchalín, Štefan, Dušan Ilavský, Jaroslav Kováč, and Milan Bruncko. "Synthesis and reactions of 5-acetyl-2-amino-3-cyano-4-(5-X-2-furyl)-6-methyl-4H-pyrans." Collection of Czechoslovak Chemical Communications 55, no. 3 (1990): 718–27. http://dx.doi.org/10.1135/cccc19900718.

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Substituted 2-amino-4-(5-X-2-furyl)-4H-pyrans IIIa-IIIe have been prepared by a cyclization reaction of 5-X-2-furylmethylenepropanedinitriles IIa-IIe with 2,4-pentanedione. In reaction of 3-(5-X-2-furyl)-methylene-2,4-pentanediones Ia-Ie with propanedinitrile the formation of 4H-pyrans IIIa-IIIe is accompanied, depending on the catalyst type, by the formation of 5-X-2-furylmethylenepropanedinitriles IIa-IIe. 2-(4-Methylbenzylideneamino)-4H-pyran (V), 2-formylamino-4H-pyran (VI), and 3H, 5H-pyrano[2,3-d]pyrimidine-4-one (VII) have been synthesized by functional modifications of the amino group in 4H-pyran IIIa. The transformation of 4H-pyran ring into pyridine ring gives - from 4H-pyran IIIa - 5-acetyl-3-cyano-4-(2-furyl)-6-methyl-3,4-dihydro-2(1H)-pyridone (VIII) and 5-acetyl-2-amino-3-cyano-4-(2-furyl)-6-methylpyridine (IX). The structure of synthesized compounds III-IX has been proved by means of IR, UV, and NMR spectra.

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2

Elinson, Michail N., Fedor V. Ryzhkov, Victor A. Korolev, and Mikhail P. Egorov. "Pot, atom and step-economic (PASE) synthesis of medicinally relevant spiro[oxindole-3,4′-pyrano[4,3-b]pyran] scaffold." Heterocyclic Communications 22, no. 1 (2016): 11–15. http://dx.doi.org/10.1515/hc-2015-0232.

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AbstractFast (3 min) pot, atom and step economics (PASE) potassium fluoride catalyzed multicomponent reaction of isatins, malononitrile and 4-hydroxy-6-methyl-2H-pyran-2-one results in efficient formation of substituted spirooxindole-3,4′-pyrano[4,3-b]pyrans in 92–96% yields. The developed ‘on-solvent’ approach to the substituted spirooxindole-3,4′-pyrano[4,3-b]pyrans – the pharmacologically perspective substances with known antiviral, antileishmanial, anticonvulsant and anti-HIV activities – is beneficial from the viewpoint of diversity-oriented large-scale processes and represents fast and environmentally benign synthetic concept for the multicomponent reactions strategy.

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3

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 derivative III. The structures of new tricyclic heterocycles were corroborated by analysis of the NMR spectral data.

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4

Pandit, Kapil S., Pramod V. Chavan, Uday V. Desai, Makarand A. Kulkarni, and Prakash P. Wadgaonkar. "Tris-hydroxymethylaminomethane (THAM): a novel organocatalyst for a environmentally benign synthesis of medicinally important tetrahydrobenzo[b]pyrans and pyran-annulated heterocycles." New Journal of Chemistry 39, no. 6 (2015): 4452–63. http://dx.doi.org/10.1039/c4nj02346c.

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5

Vlachou, Evangelia-Eirini N., and Konstantinos E. Litinas. "An Overview on Pyranocoumarins: Synthesis and Biological Activities." Current Organic Chemistry 23, no. 24 (2020): 2679–721. http://dx.doi.org/10.2174/1385272823666191025151236.

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Pyrano- and dipyranocoumarins are classes of naturally occurring organic compounds with very interesting biological activities. This review focuses on the synthetic strategies for the synthesis of pyranocoumarins and dipyranocoumarins and the biological properties of those compounds. The synthesis involves the formation of the pyran ring, at first, from a coumarin or the formation of pyranone moiety from an existing pyran. Pyranocoumarins and dipyranocoumarins present anti-HIV, anti-cancer, neuroprotective, antidiabetic, antibacterial, antifungal, anti-inflammatory activities. Especially khellactones and calanolides are usually potent and selective in anti-HIV activity. Decursin and decursinol derivatives are effective as anticancer, neuroprotective, antidiabetic, antibacterial, and antifungal agents.

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6

Ilavský, Dušan, Milan Bruncko, Štefan Marchalín, and Lubomír Zalibera. "Synthesis of New 2-Substituted 4-(2-Furyl)-4H-pyrans." Collection of Czechoslovak Chemical Communications 59, no. 6 (1994): 1458–62. http://dx.doi.org/10.1135/cccc19941458.

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Substituted 2-amino-3-cyano-4H-pyrans represent important precursors in syntheses of condensed heterocycles containing a 4H-pyran nucleus. In the context of studies of reactivity of 2-amino-5-acetyl-4-(5-X-2-furyl)-3-cyano-6-methyl-4H-pyrans we were interested in the possibility of preparing 2-aryl(heteroaryl)methyleneamino-4H-pyrans III.

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7

Brütting, Christian, Arndt Schmidt, Olga Kataeva, and Hans-Joachim Knölker. "First Total Synthesis of 7-Isovaleryloxy-8-methoxygirinimbine." Synthesis 50, no. 13 (2018): 2516–22. http://dx.doi.org/10.1055/s-0037-1609717.

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We describe the first total synthesis of the pyrano[3,2-a]carbazole alkaloid 7-isovaleryloxy-8-methoxygirinimbine, using a palladium(II)-catalyzed double C–H-bond activation for construction of the carbazole framework and a phenylboronic acid catalyzed annulation of the pyran ring as key steps.

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8

Sharma, Himani, and Suman Srivastava. "Anion–cation co-operative catalysis by artificial sweetener saccharine-based ionic liquid for sustainable synthesis of 3,4-dihydropyrano[c]chromenes, 4,5-dihydropyrano[4,3-b]pyran and tetrahydrobenzo[b]pyrans in aqueous medium." RSC Advances 8, no. 68 (2018): 38974–79. http://dx.doi.org/10.1039/c8ra06889e.

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Artificial sweetener saccharine based ionic for sustainable synthesis of 3,4-dihydropyrano[c]chromenes, 4,5-dihydropyrano[4,3-b]pyran and tetrahydrobenzo[b]pyrans in aqueous medium scaffolds through Domino Knoevenagel–Michael reaction.

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9

Mosaddegh, Elaheh, Asadollah Hassankhani, Sadegh Pourahmadi, and Dadkhoda Ghazanfari. "Ball Mill–assisted Preparation of Nano-CaCO3 as a Novel and Green Catalyst–based Eggshell Waste." International Journal of Green Nanotechnology 1 (January 1, 2013): 194308921350716. http://dx.doi.org/10.1177/1943089213507160.

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Ball mill–assisted preparation of nano-bio Calcite (CaCO3) based on avian shell and its application as a novel, biodegradable, and heterogeneous catalyst with high catalytic activity and reusability in the green and high efficient synthesis of pyrano[4,3- b]pyrans via a condensation reaction of different aromatic aldehydes, malononitrile, and 4-hydroxy-6-methyl-2 H-pyran-2-one at 120°C under solvent-free conditions is reported. The reaction proceeds to completion within 5–30 min in 90–98% yield. The nanocatalyst was characterized by X-ray diffraction (XRD), Brunauer–Emmett–Teller (BET), scanning electron microscope (SEM), elemental analysis, and laser particle sizer.

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10

Bodhak, Chandan, Ashis Kundu, and Animesh Pramanik. "ZrO2 nanoparticles as a reusable solid dual acid–base catalyst for facile one-pot synthesis of multi-functionalized spirooxindole derivatives under solvent free condition." RSC Advances 5, no. 104 (2015): 85202–13. http://dx.doi.org/10.1039/c5ra16259a.

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A two-step one-pot protocol for the facile synthesis of biologically important spirooxindole derivatives such as spiro[4H-pyran-3,3′-oxindoles] and spiro[indoline-3,4′(1H′)-pyrano-[2,3-c]pyrazol-2-ones has been developed.

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