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

Chemical Communications : Chem Comm
Ibrayim SaidalimuNorio Shibata

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.

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Methods Mentioned

BETA
deacylation
NMR

Software Mentioned

DAST

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