PIII/PV═O Redox Catalysis Mediated Thioesterification of Carboxylic Acids with Disulfides under Air Conditions

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-01-12 DOI:10.1021/acs.joc.4c02518
Gang Sun, Yi-Feng Zhao, Yi-Han Yu, Xiaoan Wen, Haoliang Yuan, Hongbin Sun, Qing-Long Xu
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Abstract

An efficient organophosphorus-catalyzed thiocarbonylation reaction of disulfides with carboxylic acids under air conditions was described. Various functional groups on carboxylic acids and disulfides can be tolerated under the present reaction conditions, affording thioesters in good to excellent yields. This method exhibited excellent chemoselectivity and can be applied for the late-stage functionalization of drug molecules containing a carboxylic acid group.

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空气条件下PIII/PV = O氧化还原催化羧酸与二硫化物的硫代酯化反应
在空气条件下,有机磷催化二硫化物与羧酸进行了高效的硫代羰基化反应。在目前的反应条件下,羧酸和二硫化物上的各种官能团都可以被耐受,从而得到收率很高的硫酯。该方法具有良好的化学选择性,可用于含羧酸基团的药物分子的后期功能化。
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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