syn-Selective carboacylation of terminal alkynes via organic photoredox and nickel catalysis

Abstract

A generally mild, efficient, catalytic method for syn-selective intermolecular carboacylation of terminal alkynes via photoredox–Ni dual catalysis is reported. This newly developed protocol, combining acridinium/Ni-catalyzed alkyne difunctionalization with photoinduced E/Z isomerization, affords various multisubstituted alkenes with excellent Z stereoselectivity. In addition, this catalytic strategy tolerates various commercially available arylalkynes, acyl chlorides and alkyltrifluoroborates under mild conditions.