Synthesis of gem-Difluoroalkenes via a Sequence of Hydroboration and 1,2-Elimination of α,β-Unsaturated Carbonyls

被引:5
|
作者
An, Shiyun [1 ,2 ]
Zhang, Jinlong [1 ]
Jiang, Gaoxi [1 ]
机构
[1] Chinese Acad Sci, Lanzhou Inst Chem Phys LICP, Suzhou Res Inst LICP, Ctr Excellence Mol Synth,State Key Lab Oxo Synth, Lanzhou 730000, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
关键词
gem-difluoroalkene; boration; 1,2-elimination; alpha; beta-unsaturated carbonyls; fluoroalkene; DIFLUOROMETHYL 2-PYRIDYL SULFONE; CROSS-COUPLING REACTIONS; FUNCTIONALIZED 1,1-DIFLUORO-1-ALKENES; ORGANOLITHIUM REAGENTS; EFFICIENT APPROACH; CONCISE SYNTHESIS; DIFLUOROOLEFINATION; DIFLUOROCARBENE; INHIBITORS; ALDEHYDES;
D O I
10.1055/s-0040-1707311
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We reported a simple protocol for the synthesis ofgem-difluoroalkenes via a reaction sequence of hydroboration and 1,2-elimination of alpha,beta-unsaturated carbonyl substrates under mild conditions. Two steps of this method could be executed in one pot. The beta-CF2H- and beta-CFH2-alpha,beta-unsaturated carbonyls can be obtained smoothly from the alpha,beta-unsaturatedgem-difluoroamide with NaH as the base and via a boration-1,2-elimination sequence.
引用
收藏
页码:91 / 94
页数:4
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