Cp*CoIII-catalyzed directed C–H trifluoromethylthiolation of 2-phenylpyridines and 6-arylpurines

Misaki Yoshida; Kentaro Kawai; Ryo Tanaka; Tatsuhiko Yoshino; Shigeki Matsunaga

doi:10.1039/C7CC03072J

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Cp*Co^III-catalyzed directed C–H trifluoromethylthiolation of 2-phenylpyridines and 6-arylpurines†

Misaki Yoshida,^a Kentaro Kawai,^a Ryo Tanaka,^a Tatsuhiko Yoshino*^ab and Shigeki Matsunaga*^ab

Author affiliations

* Corresponding authors

^a Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan
E-mail: tyoshino@pharm.hokudai.ac.jp, smatsuna@pharm.hokudai.ac.jp

^b ACT-C-JST, Sapporo 060-0812, Japan

Abstract

Cp*Co^III-catalyzed directed C–H trifluoromethylthiolation using N-trifluoromethylthiodibenzenesulfonimide as an electrophilic SCF₃ source is described. 6-Arylpurines, an important structural motif in medicinal chemistry, and 2-phenylpyridines selectively afforded mono-trifluoromethylthiolated products in moderate to good yields using an inexpensive first-row transition metal catalyst.

This article is part of the themed collection: Site-selective molecular transformations

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Article information

DOI: https://doi.org/10.1039/C7CC03072J
Article type: Communication
Submitted: 07 Feb 2017
Accepted: 08 May 2017
First published: 08 May 2017

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Chem. Commun., 2017,53, 5974-5977

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Cp*Co^III-catalyzed directed C–H trifluoromethylthiolation of 2-phenylpyridines and 6-arylpurines

M. Yoshida, K. Kawai, R. Tanaka, T. Yoshino and S. Matsunaga, Chem. Commun., 2017, 53, 5974 DOI: 10.1039/C7CC03072J

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Chemical Communications