Journal
ORGANIC LETTERS
Volume 21, Issue 3, Pages 671-674Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03841
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Funding
- National Natural Science Foundation of China [21425208, 21672238, 21421002]
- National Basic Research Program of China (973 Program) [2015CB931900]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- Natural Science Foundation of Zhejiang Province [LR15B020002]
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A nickel-catalyzed defluorination of alpha-trifluoromethylated allyl/propargyl carbonates using bis(pinacolato)-diboron (B(2)pin(2)) 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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