Issue 27, 2017

Copper-catalyzed decarboxylative methylthiolation of aromatic carboxylate salts with DMSO

Abstract

A novel copper-catalyzed decarboxylative methylthiolation of arenecarboxylate salts has been realized using DMSO as the methylthiolation source. Various potassium aryl carboxylates underwent decarboxylative methylthiolation under air to furnish the corresponding aryl methyl thioethers in moderate to excellent yields. The reaction tolerated a wide variety of functional groups. Notably, the synthesis of ethylthioethers was also successfully achieved directly from diethyl sulfoxide under similar reaction conditions.

Graphical abstract: Copper-catalyzed decarboxylative methylthiolation of aromatic carboxylate salts with DMSO

Supplementary files

Article information

Article type
Communication
Submitted
30 May 2017
Accepted
19 Jun 2017
First published
19 Jun 2017

Org. Biomol. Chem., 2017,15, 5674-5679

Copper-catalyzed decarboxylative methylthiolation of aromatic carboxylate salts with DMSO

L. Hu, D. Wang, X. Chen, L. Yu, Y. Yu, Z. Tan and G. Zhu, Org. Biomol. Chem., 2017, 15, 5674 DOI: 10.1039/C7OB01315A

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