Issue 33, 2015

Transition-metal-free cross-coupling of thioethers with aryl(cyano)iodonium triflates: a facile and efficient method for the one-pot synthesis of thiocyanates

Abstract

A novel transition-metal-free cross-coupling method for the one-step synthesis of thiocyanates via the C–S bond cleavage of readily available thioethers with aryl(cyano)-iodonium triflates as the cyanating agent is developed. This process features relatively broad substrate scopes, less-toxic hypervalent iodine reagents, mild operating conditions, excellent functional group compatibilities, and affords various thiocyanates in moderate to good yields.

Graphical abstract: Transition-metal-free cross-coupling of thioethers with aryl(cyano)iodonium triflates: a facile and efficient method for the one-pot synthesis of thiocyanates

Supplementary files

Article information

Article type
Communication
Submitted
30 Jan 2015
Accepted
17 Mar 2015
First published
17 Mar 2015

Chem. Commun., 2015,51, 7180-7183

Author version available

Transition-metal-free cross-coupling of thioethers with aryl(cyano)iodonium triflates: a facile and efficient method for the one-pot synthesis of thiocyanates

D. Zhu, D. Chang and L. Shi, Chem. Commun., 2015, 51, 7180 DOI: 10.1039/C5CC00875A

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