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Chemoselective N-acylation of indoles using thioesters as acyl source

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 wit...

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Detalles Bibliográficos
Autores principales: Du, Tianri, Wei, Xiangmu, Xu, Honghong, Zhang, Xin, Fang, Ruiru, Yuan, Zheng, Liang, Zhi, Li, Yahui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8767559/
https://www.ncbi.nlm.nih.gov/pubmed/35096177
http://dx.doi.org/10.3762/bjoc.18.9
Descripción
Sumario: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.