107418-77-9Relevant academic research and scientific papers
Electrochemically induced ring-opening/friedel-crafts arylation of chalcone epoxides catalyzed by a triarylimidazole redox mediator
Lu, Nan-Ning,Zhang, Ni-Tao,Zeng, Cheng-Chu,Hu, Li-Ming,Yoo, Seung Joon,Little, R. Daniel
, p. 781 - 789 (2015)
The indirect anodic oxidation of chalcone epoxides in the presence of electron-rich heteroarenes mediated by a triarylimidazole (Med) was investigated by cyclic voltammetry (CV) and controlled potential electrolysis. The CV results indicate that a homogeneous electron transfer between Med?+ and chalcone epoxides is facilitated by an electron-rich heteroarene that serves as an arylation reagent. The preparative scale electrolysis generated epoxide-ring-opened/Friedel-Crafts arylation products in moderate to good yields. The fact that only a catalytic amount of charge was required suggests that Med?+ initiates a chain reaction. In addition, overoxidation of the products is avoided even though their oxidation potential is less than that of the starting chalcone epoxides.
