Pentafluoropyridine (PFPy)-mediated one-pot framework for the synthesis of pharmaceutically active 2,3-dihydroquinazolin-4(1H)-ones

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC
Ashish Kumar , Shashi Pandey , Monika Gupta , Chatrasal S. Rajput
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引用次数: 0

Abstract

This article describes the employment of commercially available, cheap pentafluoropyridine (PFPy) for a simple and straightforward one-pot synthesis of 2, 3-Dihydroquinazolin-4(1H)-ones. The reported protocol involves PFPy-mediated multicomponent condensation reaction of aldehyde, amine and isatoic anhydride at elevated temperature. This research work exploited the electron-withdrawing nature of fluorine atoms in PFPy for the nucleophilic substitution at para to the N-atom to produce fluoride ions that assisted the synthesis of the 2,3-Dihydroquinazolin-4(1H)-ones in excellent yield. The broad substrate scope, easy purification, short reaction times, high yields and ease of operation enhance the versatility of the protocol.

Abstract Image

五氟吡啶 (PFPy) 介导的具有药用活性的 2,3-二氢喹唑啉-4(1H)-酮的一步法合成框架
本文介绍了利用市售廉价五氟吡啶(PFPy)简单直接地一步合成 2,3-二氢喹唑啉-4(1H)-酮的方法。所报告的方案涉及 PFPy 介导的醛、胺和异酸酐在高温下的多组分缩合反应。这项研究工作利用了 PFPy 中氟原子的吸电子特性,在 N 原子的对位面上进行亲核取代,生成氟离子,从而帮助合成了 2,3-二氢喹唑啉-4(1H)-酮,收率极高。底物范围广、易于纯化、反应时间短、产率高和操作简便等特点增强了该方案的通用性。
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来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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