A Continuous Flow Protocol for the Synthesis of Alkenyl Thioethers Based on the Photochemical Activation of Halogen-Bonding Complexes

Abstract

Herein, we report a useful flow protocol for the preparation of alkenyl thioethers from alkenyl bromides and thiols in basic media with visible light irradiation. The reactions exhibit a wide functional group tolerance, proceed under mild conditions, are stereoselective and do not require the use of catalysts. The transformations could be successfully scaled up to 5 mmol scale without compromising yield. The key to the success of these reactions is the photochemical excitation of halogen-bonding complexes to form alkenyl and sulfur-centered radicals, a protocol recently developed in our laboratories.