20421-40-3Relevant articles and documents
Reaction of alkylhypochlorites and xenon difluoride with cyclohexene
Shellhamer,Horney,Toth,Heasley
, p. 6903 - 6906 (2007/10/02)
Reactions of alkylhypochlorites and xenon difluoride with cyclohexene give primarily 1-chloro-2-fluorocyclohexanes via formation of a complex between xenon difluoride and the alkylhypochlorite.
Efficient Utilization of Tetrabutylammonium Bifluoride in Halofluorination Reactions
Camps, F.,Chamorro, E.,Gasol, V.,Guerrero, A.
, p. 4294 - 4298 (2007/10/02)
The halofluorination reaction of a variety of alkenes by using tetrabutylammonium bifluoride (TBABF) in the presence of N-halosuccinimide is described.This process occurs stereospecifically to afford anti addition products, and with unsymmetrical olefins a marked Markovnikov-type regioselectivity is observed.In some cases, formation of a remarkable amount of the corresponding dihalo derivatives was found, but this undesirable side reaction can be avoided by using N-iodosucciniumide (NIS) as halogenating agent.If N-bromosuccinimide (NBS) or N-chlorosuccinimide (NCS) is utilized, these dihalo compounds can be easily removed from the halofluorinated compounds by simple column chromatography on silica gel.A mechanism for this side reaction is postulated.
BORON TRIFLUORIDE PROMOTED REACTIONS OF N-HALOELECTROPHILES WITH ALKENES
Heasley, Gene E.,Janes, J. Mark,Stark, Stephen R.,Robinson, Brian L.,Heasley, Victor L.,Shellhamer, Dale F.
, p. 1811 - 1814 (2007/10/02)
N-Haloelectrophiles react with alkenes in the presence of boron trifluoride etherate to give halofluorides and N-halo adducts.