Visible light enabled γ-trifluoromethylation of Baylis–Hillman acetates: stereoselective synthesis of trisubstituted alkenes

Abstract

A distinct visible light induced γ-trifluoromethylation of Baylis–Hillman acetates has been accomplished using eosin Y as a photoredox catalyst and bench stable Langlois’ reagent (CF₃SO₂Na) as a CF₃ source under metal-free conditions at room temperature to afford various trisubstituted alkenes. The product stereochemistry is predominantly trans (E), and involves trifluoromethylation followed by de-acetoxylation.