文献类型：期刊文献

英文题名：t-BuOLi promoted regioselective N-thiolation of indoles with N-arylthio phthalimide

作者：Huang, Zhitian[1];Wei, Hong[1];Huang, Qianyu[1];Wang, Jiayi[1];Song, Gonghua[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai, Peoples R China

年份：2024

卷号：22

期号：23

起止页码：4732

外文期刊名：ORGANIC & BIOMOLECULAR CHEMISTRY

收录：;EI(收录号：20242216181499);WOS:【SCI-EXPANDED(收录号:WOS:001232564900001)，CCR-EXPANDED(收录号:WOS:001232564900001)】；

基金：Financial support for this study from the National Key R&D Program of China (grant no. 2018YFD0200105) is gratefully acknowledged.

语种：英文

外文关键词：Catalysts - Polycyclic aromatic hydrocarbons - Regioselectivity - Transition metals

摘要：The selective N-thiolation of indole substrates poses a challenge due to their diminished nucleophilicity at nitrogen. Herein, we present a novel method for the thiolation of the NH group in indole derivatives by using N-arylthio phthalimide as the sulfur source, t-BuOLi as the base and MeCN as the solvent. The process was successfully conducted under transition metal catalyst-free and room temperature conditions with a high product yield and a short reaction time. The developed protocol exhibited excellent regioselectivity and broad substrate tolerance in the preparation of N-thioindoles with diverse functional groups.