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雕白粉引发的吲哚无金属C(sp)-H官能团化反应:直接合成3-(磺酰甲基)吲哚

Rongalite induced metal-free C(sp)-H functionalization of indoles: direct access to 3-(sulfonylmethyl) indoles.

作者信息

Thunga Sanjeeva, Singh Neetika, Inapanuri Madhu, Kokatla Hari Prasad

机构信息

Department of Chemistry, National Institute of Technology Warangal, Warangal, Telangana-506004, India.

出版信息

Org Biomol Chem. 2024 Nov 13;22(44):8787-8792. doi: 10.1039/d4ob01356e.

Abstract

A rongalite-induced C(sp)-H functionalization reaction has been developed for the synthesis of 3-(phenylsulfonylmethyl) indole derivatives from indole and arylsulfonyl hydrazides. This regioselective C-H functionalization provides a wide range of C-3 sulfonylmethyl indoles with upto 90% yields. Here, rongalite functions as a C1 unit source and a single electron donor. The use of inexpensive rongalite ( $0.03 per 1 g), mild reaction conditions and gram-scale synthesis are some of the key features of this methodology.

摘要

已开发出一种由雕白粉引发的C(sp)-H官能化反应,用于从吲哚和芳基磺酰肼合成3-(苯基磺酰甲基)吲哚衍生物。这种区域选择性C-H官能化反应能提供产率高达90%的多种C-3磺酰甲基吲哚。在此,雕白粉充当C1单元源和单电子供体。使用廉价的雕白粉(每1克0.03美元)、温和的反应条件以及克级规模的合成是该方法的一些关键特征。

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