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铑催化温和条件下吲哚的区域选择性直接C4和C2甲基硫醚化反应

Regiocontrolled direct C4 and C2-methyl thiolation of indoles under rhodium-catalyzed mild conditions.

作者信息

Maity Saurabh, Karmakar Ujjwal, Samanta Rajarshi

机构信息

Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur 721302, India.

出版信息

Chem Commun (Camb). 2017 Nov 9;53(90):12197-12200. doi: 10.1039/c7cc07086a.

Abstract

A straightforward Rh(iii)-catalyzed general strategy was developed for the site-selective remote C4 (sp) and C2 (sp)-methyl thiolation of an indole core, keeping the oxime directing group at the C3 position. The transformation was accomplished under mild conditions with a wide scope and functional group tolerance. The directing group can easily be removed after operation. Methyl substitution at the C2 position of the indole core led to C2 (sp)-methyl thiolation.

摘要

开发了一种直接的铑(iii)催化通用策略,用于吲哚核心的位点选择性远程C4 (sp)和C2 (sp)甲基硫醇化反应,同时将肟导向基团保留在C3位置。该转化反应在温和条件下完成,具有广泛的底物范围和官能团耐受性。反应操作后导向基团可轻松去除。吲哚核心C2位置的甲基取代导致了C2 (sp)甲基硫醇化反应。

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