79186-49-5Relevant academic research and scientific papers
SYNTHESE ET PROPRIETES D'ETHERS β-MONOFLUORES
Baklouti, A.,Chaabouni, M. M.
, p. 45 - 56 (1981)
Two methods have been used for the synthesis of β-monofluorinated ethers.One is the methylation of α-fluorinated alcoholates obtained from corresponding 2-fluoroalcohols by action of NaH in T.H.F.The second method is the nucleophilic substitution of tosyl
N-Fluoro-bis[(trifluoromethyl)sulfonyl]imide: Interesting reactions involving nucleophilic attack on sulfonyl groups
Ying, Weiwen,Desmarteau, Darryl D.,Xu, Ze-Qi,Witz, Michael
, p. 135 - 139 (2007/10/03)
N-Fluoro-bis[(trifluoromethyl)sulfonyl]imide (1) undergoes reaction with a variety of nucleophiles to give a number of interesting products. Under suitable conditions, the sulfonyl group on 1 is subject to nucleophilic attack forming N-fluoro-trifluoromethylsulfonyl amide (3) and Nu-SO2CF3. Surprisingly, 3 can also function as a weak nucleophile in the absence of other stronger bases.
The Chemistry of Methyl Hypofluorite: Its Reactions with Various Unsaturated Centers
Rozen, Shlomo,Mishani, Eyal,Kol, Moshe,Ben-David, Iris
, p. 4281 - 4284 (2007/10/02)
Methyl hypofluorite was until recently grouped as a hypothetical member of those smallest organic molecules which had not been synthesized.Passing F2 through a solution of methanol in MeCN or PrCN resulted in this successful preparation.MeOF is an unique reagent, since it generates the novel electrophilic methoxylium moiety in contrast to the much more common methoxide group.This hypofluorite was reacted with several types of olefins including benzylic, cyclic, bicyclic, straight chain, and steroidal ones.In most cases the regioselectivity is very good, reflecting the unique polarization of the reagent: MeOδ(+)Fδ(-).The stereoselectivity tends to be less emphasized, but usually anti addition is dominant.
