Synthesis of β-Trifluoromethylthio- and β-Trifluoromethylseleno-α,β-unsaturated Ketones through Copper-Mediated Trifluoromethylthio(seleno)lation

Abstract

An efficient and convenient synthetic methodology has been developed with which to construct β-trifluoromethylthio-and seleno-α,β-unsaturated ketones through copper-mediated trifluoromethylthio(seleno)lation of β-bromo α,β-unsaturated ketones. The corresponding ketone products were isolated in moderate to good yields and were efficiently converted into valuable alcohols.

Copper-promoted/copper-catalyzed trifluoromethylselenolation reactions

“…The same group also reported the trifluoromethylselenolation of β-brominated unsaturated carbonyl compounds under base-free conditions (Scheme 5, bottom) [22]. Good to excellent yields were obtained for the products.…”