Synthese et reactivite de nouveaux synthons perfluoroalkyles. comportement atypique des azirines et aziridines F-alkylees

Autor: R. Pastor, M. Haddach, Jean G. Riess
Rok vydání: 1993
Předmět:
Zdroj: Tetrahedron. 49:4627-4638
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)81291-6
Popis: 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.
Databáze: OpenAIRE