Issue 20, 2018

Direct thiolation of aza-heteroaromatic N-oxides with disulfides via copper-catalyzed regioselective C–H bond activation

Abstract

A novel and regioselective thiolation reaction of aza-heteroaromatic N-oxides with disulfides via copper catalyzed C–H activation has been developed. The desired thioethers and selenide ethers were isolated in up to 90% yield and feature a very broad substrate scope. In addition, the C(sp3)–H bonds of methyl-substituted aza-heteroaromatic compounds were also tolerated in this reaction and the corresponding dithioacetal products were obtained in moderate to good yields.

Graphical abstract: Direct thiolation of aza-heteroaromatic N-oxides with disulfides via copper-catalyzed regioselective C–H bond activation

Supplementary files

Article information

Article type
Research Article
Submitted
08 Aug 2018
Accepted
15 Sep 2018
First published
17 Sep 2018

Org. Chem. Front., 2018,5, 2986-2991

Direct thiolation of aza-heteroaromatic N-oxides with disulfides via copper-catalyzed regioselective C–H bond activation

M. Lai, K. Zhai, C. Cheng, Z. Wu and M. Zhao, Org. Chem. Front., 2018, 5, 2986 DOI: 10.1039/C8QO00840J

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