Synthesis of 7-trifluoromethyl-6H-chromeno[4,3-b]quinolin-6-ones

IF 2.2 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-07-24 DOI:10.1016/j.tet.2025.134843

Sajid Ali, Tariq M. Babar, Martin Hein, Alexander Villinger, Peter Ehlers, Peter Langer

引用次数: 0

Abstract

The extension of the scope of reactions of 4-chloro-3-(trifluoroacetyl)coumarin with a variety of heterogeneously substituted anilines to yield 3-(trifluoroacetyl)-4-(arylamino)-2H-chromen-2-ones is described which were then transformed to 7-(trifluoromethyl)-6H-chromeno[4,3-b]quinolin-6-ones by acid-mediated cyclization. The regioselectivity of the cyclization reaction was studied and following Suzuki and Sonogashira reactions of halogenated products were carried out which afforded the corresponding arylated and alkynylated derivatives.

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7-三氟甲基- 6h -氨基[4,3-b]喹啉-6-酮的合成

描述了4-氯-3-（三氟乙酰基）香豆素与多种异相取代苯胺反应范围的扩大，生成3-（三氟乙酰基）-4-（芳胺基）- 2h -2- 1 - 1，然后通过酸介导环化转化为7-（三氟甲基）- 6h -chromeno[4,3-b]喹啉-6- 1。研究了环化反应的区域选择性，并进行了卤化产物的Suzuki和Sonogashira反应，得到了相应的芳基化和炔基化衍生物。

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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来源期刊

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.