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Ni-Catalyzed Defluorination for the Synthesis of gem-Difluoro-1,3-dienes and Their [4 + 2] Cycloaddition Reaction

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journal contribution
posted on 2019-01-11, 20:03 authored by Minqi Zhou, Jian Zhang, Xing-Guo Zhang, Xingang Zhang
A nickel-catalyzed defluorination of α-trifluoromethylated allyl/propargyl carbonates using bis­(pinacolato)­diboron (B2pin2) as a reactant is described. The reaction proceeds under relatively mild reaction conditions, providing conjugated gem-difluoroalkenes in moderate to good yields. Applications of the resulting 1,1-difluoro-1,3-dienes by [4 + 2] cycloaddition reactions with maleimide led to cyclic fluorinated products efficiently.

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