Palladium-Catalyzed Three-Component Tandem Coupling–Carboannulation Reaction Leading to Polysubstituted Fullerene-Fused Cyclopentanes
journal contributionposted on 17.12.2019, 14:37 by Qingfeng Liu, Tong-Xin Liu, Jinliang Ma, Guisheng Zhang
The first example of transition-metal catalyzed multicomponent carboannulation of fullerene has been developed. Fullerene, 2-(2,3-allenyl)malonates, and (hetero)aryl iodides undergo a Pd(0)-catalyzed tandem coupling–carboannulation process for regioselective access to novel polysubstituted fullerene-fused cyclopentane derivatives with a wide range of substrate scope and high functional group compatibility. A plausible mechanism involving the formation of a fullerene−π-allylpalladium complex with the characteristic of a fullerene cation as a key intermediate has been proposed.