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Chemoselective N-acylation of indoles using thioesters as acyl source.

ABSTRACT: The selective acylation of indoles often requires sensitive and reactive acyl chloride derivatives. Here, we report a mild, efficient, functional group tolerant, and highly chemoselective N-acylation of indoles using thioesters as a stable acyl source. A series of indoleamides have been obtained with moderate to good yields. In addition, heterocycles, such as carbazole, can also be used as nucleophiles in this reaction.

SUBMITTER: Du T

PROVIDER: S-EPMC8767559 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature

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Chemoselective N-acylation of indoles using thioesters as acyl source.

Du Tianri T Wei Xiangmu X Xu Honghong H Zhang Xin X Fang Ruiru R Yuan Zheng Z Liang Zhi Z Li Yahui Y

Beilstein journal of organic chemistry 20220110

The selective acylation of indoles often requires sensitive and reactive acyl chloride derivatives. Here, we report a mild, efficient, functional group tolerant, and highly chemoselective N-acylation of indoles using thioesters as a stable acyl source. A series of indoleamides have been obtained with moderate to good yields. In addition, heterocycles, such as carbazole, can also be used as nucleophiles in this reaction. ...[more]

PMID: 35096177

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