Herein, we describe an efficient approach for the synthesis of SCF₃-and SCN-functionalized polycyclic Dihydroisoquinolino[1,2-b]quinazolinones through radical-mediated 1,2-difunctionalization of allylic alkenes followed by intramolecular cyclization. The transformation proceeds through sulfur-radical-triggered C-S and C-C bond formation, providing an efficient route to sulfur-and fluorine-enriched polycyclic quinazolinones with promising therapeutic potential.Moreover, this strategy offers high atom economy, operational simplicity, and broad substrate compatibility.

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