Catalyst-free visible-light mediated α-alkylation of quinazolines and pyrrolo[2,1-f][1,2,4]triazine

Quinazolines are found in numerous commercially available drugs. Herein, we report a catalyst-free photochemical approach for the direct alkylation of these N -heterocycles under mild conditions. Additionally, late-stage functionalization of bioactive natural products—including caffeine, quinine derivative and flavone—was successfully achieved. Notably, the protocol also enabled the selective C7-functionalization of the pyrrolo[2,1- f ][1,2,4]triazine core without requiring pre-functionalization, representing the first example of this transformation accomplished through a photochemical process. Using the optimized reaction condition, 17 alkylated heterocycles were prepared in 10-81% yield. • Alkylation of aminoquinazolines and derivatives through a photochemical process • First report of photochemical alkylation in pyrrolo[2,1- f ][1,2,4]triazine • Mild conditions for C-H functionalization in compounds of biological potential