Issue 63, 2018

The CF3-DAST-induced deacylative trifluoromethylthiolation of cyclic 1,3-diketones/lactams/lactones and its extension to deacylative pentafluorophenylthiolation

Abstract

A trifluoromethyl analogue of diethylaminosulfur trifluoride (CF3-DAST)-induced deacylative trifluoromethylthiolation of cyclic 1,3-diketones, lactams, and lactones that provides cyclic α-trifluoromethylthioketones, lactams, and lactones is reported. To the best of our knowledge, this method represents the first example of the trifluoromethylthiolation of lactams. A corresponding deacylative pentafluorophenylthiolation using a pentafluorophenyl analogue of diethylaminosulfur trifluoride (C6F5-DAST) was also attempted.

Graphical abstract: The CF3-DAST-induced deacylative trifluoromethylthiolation of cyclic 1,3-diketones/lactams/lactones and its extension to deacylative pentafluorophenylthiolation

Supplementary files

Article information

Article type
Communication
Submitted
05 ⵢⵓⵍ 2018
Accepted
12 ⵢⵓⵍ 2018
First published
13 ⵢⵓⵍ 2018

Chem. Commun., 2018,54, 8761-8764

The CF3-DAST-induced deacylative trifluoromethylthiolation of cyclic 1,3-diketones/lactams/lactones and its extension to deacylative pentafluorophenylthiolation

I. Saidalimu, T. Yoshioka, Y. Liang, E. Tokunaga and N. Shibata, Chem. Commun., 2018, 54, 8761 DOI: 10.1039/C8CC05409F

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