Photoredox synthesis of functionalized quinazolines copper-catalyzed aerobic oxidative C-H annulation of amidines with terminal alkynes

We have developed a visible light-induced photo-redox copper-catalyzed oxidative C-H annulation (Friedel-Crafts-type cyclization) of amidines with terminal alkynes at room temperature to synthesize functionalized quinazolines. We report copper(i)-phenylacetylide catalyzed photo-oxidative C-H annulation of amidines at RT, which is very challenging and complementary to the conventional transition metal-catalyzed thermal annulation reactions. We have demonstrated the application of this method by synthesizing anti-cancer compounds. Moreover, green chemistry metrics (the E-factor is similar to 1.9 times better than that of the reported thermal method) and Eco-Scale (scales 55.4, which shows an acceptable synthesis) evaluations show that this method is eco-friendly and environmentally feasible.

Automated summary

The study has developed a visible light-induced photo-redox copper-catalyzed method for the synthesis of functionalized quinazolines at room temperature, which is suitable for anti-cancer drug synthesis, and has environmental friendliness and feasibility demonstrated through green chemistry metrics and evaluations.