Visible-Light Photoredox Catalyzed Regioselective 1,4-Hydroalkylation of 1,3-Enyne

Described herein is a visible-light photoredox-catalyzed regioselective 1,4-hydroalkylation of 1,3-enynes. Various of di- and tri-substituent allenes were really accessible under the present reaction conditions. The visible-light photoredox activation of the carbon nucleophile to generate its radical species, allowing the addition with un-activated enynes. The synthetic utility for the present protocol was demonstrated by a large-scale reaction, as well as the derivatization of the allene product.

Automated summary

A visible-light photoredox-catalyzed regioselective 1,4-hydroalkylation of 1,3-enynes is described. Various di- and tri-substituted allenes were successfully synthesized under the current reaction conditions. The carbon nucleophile is activated by visible-light photoredox to generate its radical species, allowing addition with un-activated enynes. The synthetic utility of this protocol was demonstrated by a large-scale reaction and derivatization of the allene product.