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Nickel-Catalyzed Regio- and Stereoselective Defluorinative Arylation of gem-Difluorinated Cyclopropanes
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  • Shutao Qi,
  • Yunkai Hua,
  • Liangkai Pan,
  • Junfeng Yang,
  • Junliang Zhang
Shutao Qi
Fudan University
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Yunkai Hua
Fudan University
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Liangkai Pan
Fudan University
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Junfeng Yang
Fudan University

Corresponding Author:[email protected]

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Junliang Zhang
Fudan University
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Abstract

Herein we reported nickel-catalyzed cross-coupling of gem-difluorinated cyclopropanes with boronic acids, providing the corresponding ary-lated 2-fluoroallylic scaffolds. This approach uses commercially available phosphine ligand Xantphos to obtain monofluorinated alkenes with high regioselectivity and Z-stereoselectivity. Mechanistic studies proposed Ni(II)-fluoroallyl pathway and exclude the radical pathway. Meanwhile, DFT study of the reductive elimination clarifies the origin of the high linear selectivity.