Direct Photoexcitation of Benzothiazolines: Acyl Radical Generation and Application to Access Heterocycles

Abstract

An acyl radical generation and functionalization strategy through direct photoexcitation of benzothiazolines has been developed. The formed acyl radical species can either be trapped by quinoxalin-2-ones to realize their C(3)-H functionalization or trigger a cascade radical cyclization with isonitriles to synthesise biologically important phenanthridines. The synthetic value of this protocol can be further illustrated by the modification of quinoxalin-2-ones, containing important natural products and drug-based complex molecules.

Keywords

• benzothiazolines
• photochemistry
• heterocycles