Switching reaction pathways of trifluoromethylated thiobenzanilides by choice of different oxidative systems

Trifluoromethylated thiobenzanilides are efficiently converted to 2-trifluoromethylbenzothiazoles via intramolecular oxidative cyclization under CAN/NaHCO3 oxidation, while the dimerized products with “–S–S–” bond linkage are obtained when PIDA is used as an oxidant.

. Trifluoromethylated thiobenzanilides are efficiently converted to 2-trifluoromethylbenzothiazoles via intramolecular oxidative cyclization under CAN/NaHCO3 oxidation, while the dimerized products with “–S–S–” bond linkage are obtained when PIDA is used as an oxidant.Figure optionsDownload as PowerPoint slideHighlights
► Different products are obtained via swiching different oxidants.
► 2-Trifluoromethylbenzothiazoles or dimmer products of with “–S–S–” bond linkage are obtained via intramolecular oxidative cyclization of trifluoromethylated thiobenzanilides under CAN/NaHCO3 or PIDA oxidation system.