The stereospecific preparation of (E)-1,2-difluoro-1,2-disubstituted alkenes

被引:1
|
作者
Lu, Long [1 ]
Burton, Donald J. [1 ]
机构
[1] Univ Iowa, Dept Chem, Iowa City, IA 52242 USA
关键词
Palladium catalysis; Silicon/stannane exchange; Cu(I)I co-catalysis; Aryl iodides; (E)-1,2-difluoroalkenes; (E)-2,3-DIFLUORO-3-STANNYLACRYLIC ESTER; STEREOSELECTIVE PREPARATION; REAGENTS; ROUTE;
D O I
10.1016/j.jfluchem.2012.02.010
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
(Z)-1,2-difluoro-2-substituted vinyl silanes were prepared stereospecifically from chlorotrifluoroethene, chlorotrimethylsilane and alkyl or aryllithium reagents. Subsequent exchange of the trimethylsilyl group via reaction of the vinylsilane with KF/n-Bu3SnCl/DMF stereospecifically afforded the corresponding (Z)-1,2-difluoro-2-substituted vinyl stannanes. Pd(PPh3)(4)/Cu(I)I/DMF coupling of the vinyl stannanes with substituted aromatic iodides stereospecifically provided the (E)-1,2-difluoro-1-substituted aryl-alkenes in excellent yield. (C) 2012 Elsevier B.V. All rights reserved.
引用
收藏
页码:94 / 98
页数:5
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