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Regioselective Alkylpolyfluoroarylation of Styrenes by Copper-Catalyzed C(sp3)-H and C(sp2)-H Double Activation. 2022
Chenggong Zheng, and
Fangpei Yan, and
Yaomei Liu, and
Rui Chen, and
Kaiting Zheng, and
Hua Xiao, and
Xiao-Xuan Li, and
Yi-Si Feng, and
Shilu Fan
School of Chemistry and Chemical Engineering, Hefei University of Technology, 193 Tunxi Road, Anhui 230000, China.
A novel dehydrogenative dicarbofunctionalization of vinyl arenes with polyfluoroarenes and unactivated alkanes enabled by copper catalysis has been accomplished under mild conditions. This transformation provides a regioselective route to highly functionalized polyfluoroaryl compounds that occur as structural scaffolds in a variety of pharmaceuticals and materials. Preliminary mechanistic studies indicate that the carbon-based radical and copper intermediate are involved in the reaction, and the reaction pathway is dominated by the bond dissociation energy (BDE) of C(sp3)-H bonds.
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