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钯催化的碘代芳基丙二烯磺酰化反应合成吲哚和苯并呋喃基苄基砜

Synthesis of Indole- and Benzofuran-Based Benzylic Sulfones by Palladium-Catalyzed Sulfonylation of -Iodoaryl Allenes.

作者信息

Yin Yuan, Hu Cangzhu, Sun Jing, Huang Kun, Yan Chao-Guo, Wang Lei, Han Ying

机构信息

School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002, China.

Jiangsu Lianhuan Pharmaceutical Co., Ltd., Yangzhou, Jiangsu 225002, China.

出版信息

J Org Chem. 2024 Nov 15;89(22):16653-16662. doi: 10.1021/acs.joc.4c01953. Epub 2024 Nov 6.

Abstract

A highly efficient palladium-catalyzed domino coupling reaction of -iodoaryl allene with sodium sulfonates under mild conditions is described. This novel method provides a practical protocol to access diverse indole- and benzofuran-containing sulfones by simultaneous construction of C(sp)-C(sp) bond and a C(sp)-S bonds in one pot. The salient features of this transformation include simple operations, broad substrate scope, and good functional group tolerance.

摘要

描述了一种在温和条件下钯催化的高效碘代芳基丙二烯与磺酸钠的多米诺偶联反应。这种新方法提供了一种实用的方案,通过在一锅法中同时构建C(sp)-C(sp)键和C(sp)-S键来获得各种含吲哚和苯并呋喃的砜。该转化反应的显著特点包括操作简单、底物范围广以及良好的官能团耐受性。

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