104501-88-4Relevant academic research and scientific papers
Nickel-catalyzed reductive defluorination of iodo allylic: Gem -difluorides: Allenyl monofluoride synthesis
You, Yiming,Wu, Jiayue,Yang, Lixin,Wu, Tao
, p. 1970 - 1973 (2022/02/19)
As a potential fluorinated synthon, there have been only limited reports on fluorinated allene synthesis and applications due to concerns about their stability. Here, we developed a nickel-catalyzed reductive defluorination of iodo allyl gem-difluorides to afford allenyl monofluorides under mild conditions with good functional group tolerance, which were easily converted to other C-F bond compounds, such as alkyl and alkenyl fluorides. Preliminary mechanistic studies suggested that monofluoroallenes were yielded by β-F elimination of the alkenyl C-Ni intermediates from the oxidative addition of C-I bonds to a nickel(0) catalyst, while zinc regenerates the catalyst and closes the catalytic cycle.
SYNTHESES OF β,β-DIFLUOROCARBOXYLIC ACID DERIVATIVES THROUGH THE CLAISEN REARRANGEMENT OF 1,1-DIFLUORO-1-ALKEN-3-OLS
Taguchi, Takeo,Morikawa, Tsutomu,Kitagawa, Osamu,Mishima, Takashi,Kobayashi, Yoshiro
, p. 5137 - 5140 (2007/10/02)
3,3-Difluoro-4-alkenoic esters (3) were obtained through the Claisen rearrangement of 1,1-difluoro-1-alken-3-ols (1) with ortho ester.Keywords-Claisen rearrangement; 1,1-difluoroethene; dibromodifluoromethane; trimethyl orthoacetate
