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Journal ArticleDOI

Synthesis of novel 6-amino-2-(hydroxymethyl)-8-aryl-7-(phenylsulfonyl)pyrano[3,2-b]pyran-4(8H)-one derivatives catalyzed by nano-cellulose-OSO3H

Bahareh Sadeghi
- 01 Oct 2019 - 
- Vol. 45, Iss: 10, pp 4897-4906
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TLDR
In this paper, a series of 6-amino-2-(hydroxymethyl)-8-aryl-7-(phenylsulfonyl)pyrano[3,2-b]pyran-4(8H)-one derivatives was synthesized via an efficient, mild and rapid protocol.
Abstract
A novel series of 6-amino-2-(hydroxymethyl)-8-aryl-7-(phenylsulfonyl)pyrano[3,2-b]pyran-4(8H)-one derivatives was synthesized via an efficient, mild and rapid protocol. Pyran-annulated heterocycles were obtained in improved yields using aromatic aldehydes, 5-hydroxy-2-hydroxymethyl-4H-pyran-4-one and phenylsulfonylacetonitrile in the presence of nano-cellulose-OSO3H as a suitable and efficient catalyst. Nano-cellulose-OSO3H was synthesized by preparing nano-cellulose as a support, followed by treatment with chlorosulfonic acid (ClSO3H). The proposed protocol represents an eco-friendly approach that provides excellent yields, with mild reaction conditions, ease of workup, survival of different functional groups and short reaction times.

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Journal ArticleDOI

Review on Synthesis and Medicinal Application of Dihydropyrano[3,2-b]Pyrans and Spiro-Pyrano[3,2-b]Pyrans by Employing the Reactivity of 5-Hydroxy-2-(Hydroxymethyl)-4H-Pyran-4-One

TL;DR: Pyrano[3,2-b]pyrans are an important class of heterocyclic compound containing fused 4H pyrans rings that are a structural constituent of many natural, non-natural, drug candidates, synthetic compo...
Journal ArticleDOI

Green Nano-Silica Sulfuric Acid-Catalyzed Synthesis of New 6-Amino-8-aryl-7-(benzenesulfonyl)-2-(hydroxymethyl)-pyrano[3,2-b]pyran-4(8H)-one Derivatives

TL;DR: Some new 6-amino-8-aryl-7-(benzenesulfonyl)-2-(hydroxymethyl)pyrano[3,2-b]pyran-4(8H)-ones have been synthesized in improved yields by one-pot three-component reaction of aromatic aldehydes with benzenes sulfuronylacetonitrile as mentioned in this paper.
Journal ArticleDOI

Grafting of sulphamic acid on functionalized sawdust: A novel solid acid catalyst for the synthesis of 1,8-dioxo-octahydroxanthenes

TL;DR: In this article, a solid acid catalyst bearing sulphamic acid on sawdust (SA@Sawdust) was designed as a novel heterogeneous catalyst for synthesis of diverse 1,8-dioxo-octahydroxanthene derivatives.
Journal ArticleDOI

Recent Advances in the Exploitation of Kojic Acid in Multicomponent Reactions

TL;DR: In this paper, the authors highlight the versatility of kojic acid as an important synthon in multicomponent reactions for the construction of various biologically relevant compounds such as pyrano[3,2−nb]chromenediones, Pyrano [3, 2−nb]-pyrans, 2-substituted KOL conjugates, etc.
Journal ArticleDOI

Preparation and Characterization of Novel Nano-cellulose-OSO3H Prepared from the Almond Shell as a Catalyst and Its Application in Synthesis of 2-Amino-3-Phenylsulfonyl-4-Aryl-4H-Benzo[h]Chromen Derivatives

TL;DR: The nanocellulose-OSO3H prepared from the almond shell was synthesized via preparing mesoporous almond shell as an efficient support followed by treatment with chlorosulfonic acid (ClSO3H) as mentioned in this paper.
References
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Journal ArticleDOI

Recent Advances in Solution-Phase Multicomponent Methodology for the Synthesis of Heterocyclic Compounds

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The inophyllums, novel inhibitors of HIV-1 reverse transcriptase isolated from the Malaysian tree, Calophyllum inophyllum Linn

TL;DR: As part of a search for novel inhibitors of HIV-1 reverse transcriptase, the acetone extract of the giant African snail, Achatina fulica, was shown to be active and 11 compounds of the inophyllum class were isolated, indicating certain structural requirements in the chromanol ring.
Journal ArticleDOI

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TL;DR: A comprehensive program for the synthesis of natural (or unnatural) products is analogous to the construction of a pyramid, where careful planning followed by installation of numerous levels of support are required to complete the edifice.
Journal ArticleDOI

Multicomponent Synthesis of 2-Imidazolines

TL;DR: A multicomponent reaction (MCR) between amines, aldehydes, and isocyanides bearing an acidic alpha-proton gives easy access to a diverse range of highly substituted 2-imidazolines.
Journal ArticleDOI

Antifungal activity of 4-methyl-6-alkyl-2H-pyran-2-ones.

TL;DR: 4-Methyl-6-hexyl-alpha-pyrone, which was found most effective, was tested against S. rolfsii in a greenhouse at 1, 5, and 10% concentrations and suppressed disease development in tomato by 90-93% as compared with the untreated infested soil in the greenhouse after 35 days of treatment.
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