1309571-06-9Relevant academic research and scientific papers
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.
A facile synthesis of 1,1-difluoroallenes from commercially available 1,1,1-trifluoro-2-iodoethane
Oh, Ken,Fuchibe, Kohei,Ichikawa, Junji
experimental part, p. 881 - 886 (2011/05/02)
1,1-Difluoroallenes are synthesized in good yield via zinc-promoted 1,2-elimination of 3,3-difluoro-2-iodoallylic acetates, which are prepared by the reaction of aldehydes or ketones with 1-iodo-2,2-difluorovinyllithium, generated from commercially available 1,1,1-trifluoro-2-iodoethane. Georg Thieme Verlag Stuttgart - New York.
