Visible-light-induced selective hydrolipocyclization and silylation of alkenes: access to ring-fused quinazolin-4(3H)-ones and their silicon-substituted derivatives

Abstract

A mild and novel visible-light-induced hydrolipocyclization or silylation of unactivated alkenes toward the synthesis of organosilanes and polycyclic quinazolinones was developed. Of note is that this is the first example using hydrosilanes as the silicon source and hydrogen source, respectively, under different light irradiation. These two transformations exhibit high atom economy, noble metal- and oxidant-free nature, high functional group tolerance, mild reaction conditions and direct synthesis of α-methyldeoxyvasicinones. Based on control experiments, two possible reaction mechanisms are proposed.