title: Diazirines as potent electrophilic nitrogen sources: application to the synthesis of pyrazoles.
abstract: Even after more than 50 years since its discovery, the electrophilic potential of diazirines was never truly exploited. This longstanding limitation has been resolved. N-Monosubstituted diaziridines and hydrazones are obtained by nucleophilic additions. They release, under hydrolysis conditions, the corresponding monosubstituted hydrazines. The latter were converted to pyrazoles in high yields. The adamantanone can be recovered in 80-100% yields. This work demonstrates the potential of diazirines as electrophilic nitrogen sources with recoverable protecting groups.
authors.affiliation: University of Sherbrooke , Department of Chemistry, 2500 boul. de l'Université, Sherbrooke, Québec J1K 2R1, Canada.
authors.forename: Yoann
authors.initials: Y
authors.lastname: Schneider
authors.forename: Julie
authors.initials: J
authors.lastname: Prévost
authors.forename: Maëlle
authors.initials: M
authors.lastname: Gobin
authors.forename: Claude Y
authors.initials: CY
authors.lastname: Legault