Novel usage of 2-BTSO2CF2H for metal-free electrophilic difluoroalkanethiolation of indoles

Jun Wei; Kun Bao; Yuan Wang; Rong Sheng; Jinbo Hu

doi:10.1039/D0OB00872A

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Novel usage of 2-BTSO₂CF₂H for metal-free electrophilic difluoroalkanethiolation of indoles†

Jun Wei,^a Kun Bao,^ab Yuan Wang,^a Rong Sheng

*^a and Jinbo Hu

*^c

Author affiliations

* Corresponding authors

^a College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, People's Republic of China
E-mail: shengr@zju.edu.cn

^b Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, P. R. China

^c Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai, People's Republic of China

Abstract

The electrophilic difluoromethylthiolation of indoles with 2-BTSO₂CF₂H is developed. In the presence of (EtO)₂P(O)H and TMSCl, the reaction proceeded under mild conditions to give products in modest to high yields. This is a new application of 2-BTSO₂CF₂H for electrophilic difluoromethylthiolation.

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Article information

DOI: https://doi.org/10.1039/D0OB00872A
Article type: Communication
Submitted: 26 Apr 2020
Accepted: 22 May 2020
First published: 22 May 2020

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Org. Biomol. Chem., 2020,18, 4556-4559

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Novel usage of 2-BTSO₂CF₂H for metal-free electrophilic difluoroalkanethiolation of indoles

J. Wei, K. Bao, Y. Wang, R. Sheng and J. Hu, Org. Biomol. Chem., 2020, 18, 4556 DOI: 10.1039/D0OB00872A

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Organic & Biomolecular Chemistry