Visible‐Light Mediated C‐3 Amination of Quinoxalin‐ 2(1H)‐ones via Electron Donor‐Acceptor Complexation

Abstract

AbstractThe formation of carbon‐nitrogen bonds holds paramount importance in the realm of synthetic organic chemistry, finding extensive applications in the synthesis of pharmaceuticals, agrochemicals, and organic materials. Herein, we describe a novel EDA complex mediated, metal‐ and photocatalyst‐free, visible‐light‐initiated direct C‐3 amination of biologically important, quinoxalin‐2(1H)‐one moiety. The key to the success lies in the formation of a photoactivated electron donor‐acceptor complex between quinoxalin‐2(1H)‐one and amine, which undergo subsequent electron transfer reaction to effect the desired transformation. A diverse array of 3‐aminoquinoxalin‐2(1H)‐ones were prepared employing this process and the yields are up to 87%. This work represents a significant advancement toward a more environmentally friendly and efficient approach, characterized by mild reaction conditions and a high atom economy.