A new method for the preparation of alkyl aryl sulfides through direct oxidative thiolation of alkanes or ethers with arylsulfonyl hydrazides using DTBP as an oxidant catalyzed by Pd(OAc)2 has been reported. The C–H bonds in various alkanes or ethers were successfully converted into C–S bonds with moderate to good yields.
1 June 2015 in Angewandte Chemie International Edition
Cu(OAc)2-promoted TBHP oxidative coupling reaction of formamides with thiols successfully proceeded through direct C–H bond activation of formamides. The corresponding S-phenyl dialkyl thiocarbamate compounds were formed with high yield under solvent-free conditions.
Efficient chloro-alkylthiolation and trifluoromethylthiolation of indole derivatives were developed. Triphosgene was used as a reducing agent for the first time to convert sodium sulfinate to highly active electrophilic intermediates (CH3SCl and CF3SOCl). This strategy involves the use of cheap and readily available reagents and has broad substrate scope.