73037-94-2Relevant academic research and scientific papers
N-Fluorobisimides: Reactions with Some Olefins via α-Fluoro Carbocationic Intermediates
DesMarteau, Darryl D.,Xu, Ze-Qi,Witz, Michael
, p. 629 - 635 (2007/10/02)
N-Fluorobisimides are a new class of electrophilic fluorinating agents.Reaction of (CF3SO2)2NF (1) with olefins gave various products, depending on the reaction conditions and the structure of the substrate.In solvents of higher nucleophilicity such as H2O, acetic acid, aqueous HCl, and (HF)nPy, α-fluorohydrins and their acetates, α,β-chlorofluoro- and α,β-difluoroalkanes were obtained.In acetic acid, trans-stilbene and tetraphenylethylene produced the rearranged, nonfluorinated aldehyde and ketone.Evidence is presented for the reactions proceeding via a one-electron transfer mechanism involving α-fluorocarbocationic intermediates.
Reactions of 1,1-Diarylethylenes and 1,1-Diarylimines with CF3OF
Patrick, Timothy B.,Cantrell, Gary L.,Inga, Sandra M.
, p. 1409 - 1413 (2007/10/02)
1,1-Diphenylethylene (1) reacts with CF3OF to give products 2-6 in a cationic process. 9-Ethylidenefluorene reacts with CF3OF to yield 8 and 10.Amitriptyline (12) furnished a difluoro adduct (13) in low yield.Benzophenone oxime (14) gave a Beckmann rearrangement product on reaction with CF3OF.Fluorenone anil (15) produced mainly fluorenone from reaction with CF3OF.Diazepam (16) gave a 1:1 adduct (18) with CF3OF.The adduct 18 reacted further to give an oxidation product (17).
