Issue 4, 2014

Sandmeyer trifluoromethylthiolation of arenediazonium salts with sodium thiocyanate and Ruppert–Prakash reagent

Abstract

In the presence of copper thiocyanate, sodium thiocyanate and the inexpensive, easy-to-use trifluoromethylating reagent Me3Si–CF3, diazonium salts are smoothly converted into the corresponding aryl trifluoromethyl thioethers. Combined with diazotisation, this convenient and inexpensive method allows the straightforward synthesis of aryl or heteroaryl trifluoromethyl thioethers from the corresponding anilines.

Graphical abstract: Sandmeyer trifluoromethylthiolation of arenediazonium salts with sodium thiocyanate and Ruppert–Prakash reagent

Supplementary files

Article information

Article type
Edge Article
Submitted
06 Nov 2013
Accepted
02 Jan 2014
First published
06 Jan 2014
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2014,5, 1312-1316

Sandmeyer trifluoromethylthiolation of arenediazonium salts with sodium thiocyanate and Ruppert–Prakash reagent

G. Danoun, B. Bayarmagnai, M. F. Gruenberg and L. J. Goossen, Chem. Sci., 2014, 5, 1312 DOI: 10.1039/C3SC53076K

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