Issue 97, 2014

Selective approach to thioesters and thioethers via sp3 C–H activation of methylarenes

Abstract

Novel C–S cross-dehydrogenative coupling (CDC) approaches for the selective synthesis of thioesters and thioethers have been developed via sp3 C–H activation of methylarenes and subsequent functionalization. The reaction of methylarenes with thiols resulted in thioesters in the presence of a FeBr2/TBHP system, while treatment of methylarenes with thiols in the Pd(OAc)2/O2/TBHP system led to the formation of thioethers. Both the green protocols demonstrate good functional group tolerance and satisfactory yields.

Graphical abstract: Selective approach to thioesters and thioethers via sp3 C–H activation of methylarenes

Supplementary files

Article information

Article type
Paper
Submitted
29 Aug 2014
Accepted
08 Oct 2014
First published
08 Oct 2014

RSC Adv., 2014,4, 54409-54415

Author version available

Selective approach to thioesters and thioethers via sp3 C–H activation of methylarenes

J. Feng, G.-P. Lu and C. Cai, RSC Adv., 2014, 4, 54409 DOI: 10.1039/C4RA09450F

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