1186222-20-7Relevant articles and documents
Facile synthesis of substituted 1,1-difluoroallenes via carbonyl difluorovinylidenation
Oh, Ken,Fuchibe, Kohei,Yokota, Misaki,Ichikawa, Junji
experimental part, p. 857 - 861 (2012/05/04)
Two methods for the difluorovinylidenation of carbonyl compounds have been developed to synthesize 1,1-difluoroallenes bearing various substituents. The reaction of 1-bromo-2,2-difluorovinyllithium, generated from 1,1-dibromo-2,2-difluoroethylene and n-butyllithium, with aldehydes or ketones, and subsequent acetylation, gives 2-bromo-3,3-difluoroallylic acetates. Elimination of these acetates with n-butyllithium affords 1,1-difluoroallenes in high yield. 3,3-Difluoro-2-iodoallylic acetates are similarly prepared from aldehydes or ketones on treatment with 2,2-difluoro-1-iodovinyllithium, generated from 1,1,1-trifluoro-2-iodoethane and lithium diisopropylamide, followed by acetylation. These acetates readily undergo elimination with zinc metal to afford 1,1-difluoroallenes in high yield. Georg Thieme Verlag Stuttgart · New York.
Facile synthesis of 1,1-difluoroallenes via the difluorovinylidenation of aldehydes and ketones
Yokota, Misaki,Fuchibe, Kohei,Ueda, Mikiko,Mayumi, Yuka,Ichikawa, Junji
supporting information; experimental part, p. 3994 - 3997 (2009/12/03)
2-Bromo-3,3-difluoroallylic acetates were readily prepared by the reaction of carbonyl compounds with 1-bromo-2,2-difluorovinyllithium, generated from 1,1 -dibromo-2,2-difluoroethylene, followed by acetylation. On treatment with butyllithium, the bromoace