Photochemical Synthesis of S,N,O-Containing Polyheterocycles via an a-C(sp(3))-H Functionalization/Radical Cyclization Cascade

A highly effective approach based on an organophotocatalytic a-C(sp(3))-H functionalization/radical cyclization cascade has been developed. This method enables the synthesis of various tricyclic heterocycles containing S, O, and N atoms with excellent site selectivity and diastereoselectivity. Mechanistic investigations have confirmed that the reaction involves photoredox-triggered C(sp(3))-H cleavage followed by a radical cyclization and aromatization process. These findings are expected to pave the way for developing cost-effective tandem radical reactions and synthesizing heterocyclic drugs.

Automated summary

A highly effective method based on organophotocatalytic synthesis has been developed, enabling the synthesis of various tricyclic heterocycles containing S, O, and N atoms. The study shows excellent selectivity and provides insights into the mechanism, paving the way for the development of cost-effective tandem radical reactions and the synthesis of heterocyclic drugs.