Transition-metal-catalyzed group transfer reactions for selective C-H bond functionalization of artemisinin

Three types of novel artemisinin derivatives have been synthesized through transition-metal-catalyzed intramolecular carbenoid and nitrenoid C-H bond insertion reactions. With rhodium complexes as catalysts, lactone 11 was synthesized via carbene insertion reaction at the C-16 position in 90% yield; oxazolidinone 13 was synthesized via nitrene insertion reaction at the C-10 position in 87% yield based on 77% conversion; and sulfamidate 14 was synthesized via nitrene insertion reaction at the C-8 position in 87% yield.