title: Diversity-oriented synthesis of dihydrobenzoxazepinones by coupling the Ugi multicomponent reaction with a Mitsunobu cyclization.
abstract: An operationally simple protocol for the synthesis of 2,3-dihydrobenzo[f][1,4]oxazepin-3-ones, based on an Ugi reaction of an ortho-(benzyloxy)benzylamine, glycolic acid, an isocyanide and an aldehyde, followed by an intramolecular Mitsunobu substitution was developed. The required ortho-(benzyloxy)benzylamines have been in situ generated from the corresponding azides, in turn prepared in high yields from salicylic derivatives.
authors.affiliation: Department of Chemistry and Industrial Chemistry, University of Genova, I-16146 Genova, Italy.
authors.forename: Lisa
authors.initials: L
authors.lastname: Moni
authors.affiliation: Department of Chemistry and Industrial Chemistry, University of Genova, I-16146 Genova, Italy.
authors.forename: Luca
authors.initials: L
authors.lastname: Banfi
authors.affiliation: Department of Chemistry and Industrial Chemistry, University of Genova, I-16146 Genova, Italy.
authors.forename: Andrea
authors.initials: A
authors.lastname: Basso
authors.affiliation: Department of Chemistry and Industrial Chemistry, University of Genova, I-16146 Genova, Italy.
authors.forename: Alice
authors.initials: A
authors.lastname: Brambilla
authors.affiliation: Department of Chemistry and Industrial Chemistry, University of Genova, I-16146 Genova, Italy.
authors.forename: Renata
authors.initials: R
authors.lastname: Riva
keywords: Mitsunobu reaction; Ugi reaction; benzoxazepines; diversity-oriented synthesis; multicomponent reactions