Visible-light- and bromide-mediated photoredox Minisci alkylation of N-heteroarenes with ester acetates

A visible-light-induced photoredox Minisci alkylation reaction of N-heteroarenes with ethyl acetate has been reported. The low-toxic ethyl acetate was used for the first time as an alkylation reagent. Hence, 4-quinazolinones, quinolines and pyridines reacted smoothly in the current reaction system. Mechanistic studies indicate that LiBr plays a key role to dramatically improve the efficiency of the reaction by the mediation of hydrogen atom transfer.

Automated summary

In this study, a visible-light-induced photoredox Minisci alkylation reaction of N-heteroarenes with ethyl acetate was successfully achieved. The low-toxic ethyl acetate was employed as the alkylation reagent for the first time, leading to smooth reactions of 4-quinazolinones, quinolines, and pyridines. Mechanistic studies revealed that LiBr significantly enhanced the efficiency of the reaction through mediating hydrogen atom transfer.