Switchable Reductive N-Trifluoroethylation and N-Trifluoroacetylation of Indoles with Trifluoroacetic Acid and Trimethylamine Borane

Yao-Fu Zeng, Ming-Xi Zhou, Yi-Na Li, Xin Wu, Yu Guo* and Zhen Wang*

*Hengyang Medical School, University of South China, Hengyang, Hunan 421001, China, Email: guoyuhy126.com, zhenwlzu.edu.cn

Y.-F. Zeng, M.-X. Zhou, Y.-N. Li, X. Wu, Y. Guo, Z. Wang, Org. Lett., 2022, 24, 7440-7445.

DOI: 10.1021/acs.orglett.2c03011

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Abstract

Metal-free reductive N-trifluoroethylation and N-trifluoroacetylation of indoles provide trifluoroethylated or trifluoroacetylated indolines depending on the loading of trimethylamine borane as reducing agent and TFA as trifluoroethyl or trifluoroacetyl source, respectively.

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Key Words

indolines, trimethylamine borane

ID: J54-Y2022