Photocatalytic cyclization of 3-(2-isocyanophenyl)quinazolin-4(3H)-ones for the construction of quinoxalino[2,1-b]quinazolinones

Abstract

A new kind of building unit, 3-(2-isocyanophenyl)quinazolin-4(3H)-ones, was designed and synthesized for the construction of novel quinoxalino[2,1-b]quinazolinones. The radical cyclization of 3-(2-isocyanophenyl)quinazolin-4(3H)-ones with ethers afforded ether-substituted tetracyclic quinoxalino[2,1-b]quinazolinones under photocatalytic and metal-free conditions. In the process, the isocyano accepts a carbon radical to give an imidoyl radical, which adds to the electron-deficient CN bond in quinazolin-4(3H)-one.