Catalysis

Enantioselective synthesis

Enantiomeric excess

Enantiomer

Alkyl

Combinatorial chemistry

Organic chemistry

Substituent

Reductive elimination

Chemistry

Aryl

Nickel

ACS Catalysis

Enantioselective Ni-catalyzed reductive aryl monofluoroalkenylation of alkenes between aryl bromides and gem-difluoroalkenes has been developed. The reaction proceeding under room temperature and base-free reaction conditions tolerates a wide range of functional groups on both coupling partners. Various synthetically useful oxindoles containing monofluoroalkenyl substituent are obtained in good yields with 85%–95% enantiomeric excess. In addition, the synthetic method can be further applied to the late-stage monofluoroalkenylation of complex biologically active compounds.

Nickel-Catalyzed Enantioselective Reductive Aryl Fluoroalkenylation of Alkenes