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Issue 39, 2017
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Elemental sulfur as a sulfuration agent in the copper-catalyzed C–H bond thiolation of electron-deficient arenes

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Abstract

By utilizing elemental sulfur as the thiolation agent and oxidant, a copper-catalyzed direct C–H bond thiolation of electron-deficient arenes was demonstrated. Various electron-deficient arenes were proved to be suitable for this transformation. Preliminary mechanistic studies indicated that this reaction underwent a radical pathway, in which the trisulfur radical anion (S3˙) might play a vital role. Meanwhile, KIE experiments suggested that C–H bond cleavage was not involved in the rate-determining step.

Graphical abstract: Elemental sulfur as a sulfuration agent in the copper-catalyzed C–H bond thiolation of electron-deficient arenes

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Article information


Submitted
16 Aug 2017
Accepted
12 Sep 2017
First published
13 Sep 2017

Org. Biomol. Chem., 2017,15, 8276-8279
Article type
Communication

Elemental sulfur as a sulfuration agent in the copper-catalyzed C–H bond thiolation of electron-deficient arenes

H. Yan, Z. Huang, M. Chen, C. Li, Y. Chen, M. Gao and A. Lei, Org. Biomol. Chem., 2017, 15, 8276
DOI: 10.1039/C7OB02036H

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