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

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2024-09-12 DOI:10.1016/j.tet.2024.134248
Ashish Kumar , Shashi Pandey , Monika Gupta , Chatrasal S. Rajput
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引用次数: 0

摘要

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。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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

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.

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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.
期刊最新文献
Recent advances in the synthesis of azetidines Contents continued Graphical abstract TOC Graphical abstract TOC Editorial Board
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