Synthese et reactivite de nouveaux synthons perfluoroalkyles. comportement atypique des azirines et aziridines F-alkylees.
作者:Mustapha Haddach、Raphaël Pastor、Jean G. Riess
DOI:10.1016/s0040-4020(01)81291-6
日期:1993.5
F-alkyl chains perturb the reactivity of substrates in an often unpredictable way. F-alkyl azirine and aziridine carboxylates were prepared from F-alkynylesters, in 80 and 60% yield, respectively, and were found to display reactivities different from those of their hydrocarbon analogs. Thus, F-alkylazirines (5) give addition products easily but resist ring opening, while the F-alkylaziridines (8) are extremely stable, both towards nucleophilic and electrophilic reagents and irrespective of the medium used, neutral, acid or basic.