Copper-Catalyzed Defluorinative C(sp3)-C(sp2) Cross-Coupling of Polyfluoroarenes with gem-Diborylalkanes
Xin-Li Zhang1, Bing-Xia Yan1, Zhi-Shi Ye1
1School of Chemistry, Dalian University of Technology, Dalian 116024, P. R. China.
Abstract:
A divergent copper-catalyzed defluorinative C(sp3)-C(sp2) cross-coupling of gem-diborylalkanes with polyfluoroarenes has been developed through a synergistic ligand/base-controlled strategy. Various fluorinated aromatic compounds were obtained in moderate to excellent yields. Late-stage modification of bioactive molecules, gram-scale reaction, and versatile downstream derivatization demonstrated the application value of this protocol. Preliminary mechanistic studies hinted that this transformation is a SNAr mechanism rather than a radical pathway.
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