Abstracts of Symposium on Physical Organic Chemistry
22nd Symposium on Physical Organic Chemistry
Session ID : C29
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Location C
Facile method for difluorovinylation with 2,2-difluorovinylzinc-TMEDA complex
*Tsuyoshi TakanohashiTomohiro IchitsukaTakeshi FujitaJunji Ichikawa
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Abstract
A difluorovinyl group has been introduced into a variety of organic compounds as a useful functional group, and widely used in the fields of medicinal chemistry, agricultural chemistry, and materials science. Although 2,2-difluorovinylzinc chloride was considered a promising reagent for coupling reactions to introduce the difluorovinyl group, its insufficient thermal stability resulted in low yields of the coupling products. We thus have prepared thermally stable 2,2-difluorovinylzinc chloride-N,N,N',N'-tetramethylethylenediamine (TMEDA) complex, and succeeded in synthesizing various types of 1,1-difluoroalkenes via its cross-coupling reactions with organohalides.
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© 2011 by The Society of Physical Organic Chemistry, Japan
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