Copper-Catalyzed Visible-Light-Induced Allylic Difluoromethylation of Unactivated Alkenes Using Difluoroacetic Acid
Jinlian Wang, Ziwei Luo, Yili Wu, Yihan Tang, Xinkan Yang, Gavin Chit Tsui
Abstract
We herein describe a straightforward allylic difluoromethylation reaction of unactivated alkenes. Compared to cross-couplings of prefunctionalized allylic substrates for the construction of allylic CF 2 H bonds, this reaction employs readily available alkenes as substrates under mild conditions. Difluoroacetic acid is used as an inexpensive and easy-to-handle source of CF 2 H radical under visible light irradiation with PIDA. The copper catalyst plays an important role of diverting the reaction pathway toward allylic difluoromethylation as opposed to previously found hydrodifluoromethylation.
Topics & Concepts
Allylic rearrangementChemistryCatalysisCopperCombinatorial chemistryPhotochemistryOrganic chemistryFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsRadical Photochemical Reactions