138101-04-9Relevant articles and documents
Difluorocarbene Addition to Alkenes and Alkynes in Continuous Flow
Rullière, Pauline,Cyr, Patrick,Charette, André B.
supporting information, p. 1988 - 1991 (2016/06/01)
The first in-flow difluorocarbene generation and addition to alkenes and alkynes is reported. The application of continuous flow technology allowed for the controlled generation of difluorocarbene from TMSCF3 and a catalytic quantity of NaI. Th
gem-Difluorocyclopropenes by [1+2] cycloaddition reactions between difluorocarbene and acetylenes having terminal or internal triple bonds
Bessard, Yves,Schlosser, Manfred
, p. 7323 - 7328 (2007/10/02)
Difluorocarbene, generated by the Burton method, i.e. by the dissociation of (triphenylphosphonio)difluoromethanide, was found to add to terminal or internal acetylenes with astonishing ease. Actually, it reacts roughly 10 times faster with 4-octyne than with cis-4-octene. The gem-difluorocyclopropenes resulting from the [1+2] cycloaddition process can be isolated with good to excellent yields. They are perfectly stable under anhydrous conditions while in aqueous media they are quantitatively converted to cyclopropenones. - Unsubstituted olefinic ring positions rapidly undergo a base catalyzed hydrogen/deuterium exchange. The acidity of such 2-alkyl- or 2-aryl-1,1-difluorocyclopropenes is estimated to be higher than that of terminal acetylenes.