TfNHNHBoc as a SCF3 source for the sulfenylation of indoles

Jing-Yu Guo; Rui-Han Dai; Wen-Cong Xu; Ruo-Xin Wu; Shi-Kai Tian

doi:10.1039/C8CC04600J

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TfNHNHBoc as a SCF₃ source for the sulfenylation of indoles†

Jing-Yu Guo,‡^a Rui-Han Dai,‡^a Wen-Cong Xu,^a Ruo-Xin Wu^a and Shi-Kai Tian

*^a

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* Corresponding authors

^a Hefei National Laboratory for Physical Sciences at the Microscale, Center for Excellence in Molecular Synthesis, and Department of Chemistry, University of Science and Technology of China, Hefei, China
E-mail: tiansk@ustc.edu.cn

Abstract

An unprecedented use of trifluoromethanesulfonyl hydrazides as effective SCF₃ sources has been established in the sulfenylation of indoles. A range of substituted indoles participated in CuCl-catalyzed oxidative sulfenylation reaction with TfNHNHBoc in the presence of dimethyl sulfoxide to furnish structurally diverse 3-indolyl trifluoromethyl thioethers in moderate to good yields with very high regioselectivity.

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Article information

DOI: https://doi.org/10.1039/C8CC04600J
Article type: Communication
Submitted: 09 Jun 2018
Accepted: 16 Jul 2018
First published: 17 Jul 2018

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Chem. Commun., 2018,54, 8980-8982

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TfNHNHBoc as a SCF₃ source for the sulfenylation of indoles

J. Guo, R. Dai, W. Xu, R. Wu and S. Tian, Chem. Commun., 2018, 54, 8980 DOI: 10.1039/C8CC04600J

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Chemical Communications