TBHP-Mediated Intermolecular Radical Coupling and Intramolecular Cyclization Cascade: Access to Furo[2,3-b]quinoxalines and Their Photophysical Study

A cascade one-pot strategy to construct 31 examples of furo-fused quinoxalines in up to 88% yields has been devised from readily accessible β-ketothioamides and quinoxalin-2-ones in open flask at room temperature under TBHP mediated conditions. Mechanistic studies revealed that the overall reactivity relies on the seamless integration of intermolecular radical coupling and intramolecular cyclization via desulfhydration of C=S bond cleavage. Generation of H₂S as the only by-product makes this process highly attractive. Furthermore, the photophysical behavior of the furo-fused quinoxalines has also been studied.