An umpolung addition of dicyanobenzene toα,β-unsaturated alkenes has been developed using an elec-troreductive strategy.This electrochemical protocol is well compatible with a broad range of convention-ally challeng...An umpolung addition of dicyanobenzene toα,β-unsaturated alkenes has been developed using an elec-troreductive strategy.This electrochemical protocol is well compatible with a broad range of convention-ally challenging substrates,includingα,β-unsaturated esters,nitriles and trisubstituted enones.Moreover,good to excellent regioselectivities are observed in the reaction of cinnamates with dicyanobenzene.Synthetic utility of this electrochemical approach is further demonstrated by direct late-stage functionali-zation of(S)-verbenone and 16-dehydropregnenolone acetate.展开更多
基金We are grateful to the National Natural Science Foundation of China(21702113 and 92061110)Anhui University(S020318006/069 and S020118002/113)for their financial support.
文摘An umpolung addition of dicyanobenzene toα,β-unsaturated alkenes has been developed using an elec-troreductive strategy.This electrochemical protocol is well compatible with a broad range of convention-ally challenging substrates,includingα,β-unsaturated esters,nitriles and trisubstituted enones.Moreover,good to excellent regioselectivities are observed in the reaction of cinnamates with dicyanobenzene.Synthetic utility of this electrochemical approach is further demonstrated by direct late-stage functionali-zation of(S)-verbenone and 16-dehydropregnenolone acetate.