title: Iminyl radicals from alpha-azido o-iodoanilides via 1,5-H transfer reactions of aryl radicals: new transformation of alpha-azido acids to decarboxylated nitriles.
abstract: The radical reaction of tributyltin hydride with o-iodo- N-methylanilides derived from alpha-azido acids provides an excellent access to alpha-(aminocarbonyl)iminyl radicals through 1,5-hydrogen transfer reaction of initially formed aryl radicals followed by beta-elimination of dinitrogen from ensuing alpha-azido-alpha-(aminocarbonyl)alkyl radicals. The outcoming iminyls display a peculiar tendency to form corresponding nitriles by beta-elimination of aminocarbonyl radicals.
authors.affiliation: Dipartimento di Chimica Organica A Mangini, Università di Bologna, Bologna, Italy.
authors.forename: Giorgio
authors.initials: G
authors.lastname: Bencivenni
authors.forename: Tommaso
authors.initials: T
authors.lastname: Lanza
authors.forename: Rino
authors.initials: R
authors.lastname: Leardini
authors.forename: Matteo
authors.initials: M
authors.lastname: Minozzi
authors.forename: Daniele
authors.initials: D
authors.lastname: Nanni
authors.forename: Piero
authors.initials: P
authors.lastname: Spagnolo
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Zanardi