Synthesis of gem-Difluoroalkenes via Zn-Mediated Decarboxylative/Defluorinative Cross-Coupling

Hai-Wu Du, Yang Chen, Jing Sun*, Qi-Sheng Gao, He Wang and Ming-Dong Zhou*

*School of Chemistry and Materials Science, Liaoning Shihua University, Fushun 113001, P. R. China, Email: sunjinglnpu.edu.cn, mingdong.zhoulnpu.edu.cn

H.-W. Du, Y. Chen, J. Sun, Q.-S. Gao, H. Wang, M.-D. Zhou, Org. Lett., 2020, 22, 9342-9345.

DOI: 10.1021/acs.orglett.0c03554

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Abstract

Zn mediates a decarboxylative/defluorinative alkylation of α-trifluoromethyl alkenes with N-hydroxyphthalimide esters as radical precursors. Several α-trifluoromethyl alkenes were readily coupled to a wide range of primary, secondary, and tertiary radicals, affording the desired gem-difluoroethylenes in good yields.

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Key Words

alkenyl halides, allylation, Zn

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ID: J54-Y2020