130536-99-1Relevant academic research and scientific papers
Stereoselective synthesis of α-fluoroacrylonitriles: Via organocatalytic cyanation of gem -difluoroalkenes and TMSCN
Ma, Yu-Chuan,Zhang, Yang,Gu, Cheng-Zhi,Du, Guang-Fen,He, Lin
, p. 10985 - 10988 (2019)
An organocatalytic cyanation reaction of gem-difluoroalkenes was developed. Under the catalysis of 10 mol% DBU, gem-difluoroalkenes undergo a nucleophilic addition-β-elimination reaction with trimethylsilyl cyanide to provide α-fluoroacrylonitriles in 50-98% yields with excellent Z/E selectivity.
Synthesis and Diels-Alder reactions of α-fluoro- and α-trifluoromethylacrylonitriles
Nenajdenko, Valentine G.,Muzalevskiy, Vasiliy M.,Shastin, Aleksey V.,Balenkova, Elizabeth S.,Haufe, Günter
, p. 818 - 826 (2008/03/14)
A novel synthetic method for the preparation of α-fluoro- and the still unknown α-trifluoromethylacrylonitriles is elaborated. The reaction of α-fluorovinylbromides and α-trifluoromethylvinylbromides with CuCN leads to the title compounds in good to high yields. While the α-fluoroacrylonitriles were isolated as mixture of Z/E-isomers, the α-trifluoromethylacrylonitriles were obtained as pure Z-isomers. The α-trifluoromethylacrylonitriles are shown to be excellent dienophiles for Diels-Alder reactions.
Preparation of Fluoralkenes from Fluoroacetonitrile
Patrick, Timothy B.,Nadji, Sourena
, p. 147 - 150 (2007/10/02)
A fluorocyanophosphate prepared from fluoroacetonitrile at low temperature reacts with aromatic aldehydes in a modified Wittig procedure to give fluorocyanoalkenes in moderate yield.
