title: Tandem aza-Wittig/carbodiimide-mediated annulation applicable to 1,2-diaza-1,3-dienes for the one-pot synthesis of fully substituted 1,2-diaminoimidazoles.
abstract: One-pot sequential aza-Michael, Staudinger, and aza-Wittig reactions on 1,2-diaza-1,2-dienes (DDs) can afford fully substituted 1,2-diaminoimidazoles. A plausible mechanism for the imidazole core formation involving an intramolecular ring closure of the carbodiimide-derived phosphazene intermediate is given. The reported strategy has sufficient flexibility to allow substituted 1,2-diaminoimidazoles with orthogonal nitrogen-protective groups to be generated from a variety of heterocumulene moieties linked to the DDs skeleton.
authors.affiliation: Dipartimento DiSteVa, Sezione COSON, Università degli Studi di Urbino Carlo Bo, Via I Maggetti 24, 61029 Urbino, Italy.
authors.forename: Orazio A
authors.initials: OA
authors.lastname: Attanasi
authors.forename: Silvia
authors.initials: S
authors.lastname: Bartoccini
authors.forename: Gianfranco
authors.initials: G
authors.lastname: Favi
authors.forename: Paolino
authors.initials: P
authors.lastname: Filippone
authors.forename: Francesca Romana
authors.initials: FR
authors.lastname: Perrulli
authors.forename: Stefania
authors.initials: S
authors.lastname: Santeusanio
mesh_terms: D002234:Carbodiimides / Q000737:chemistry*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D007094:Imides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D002234:Carbodiimides; D007093:Imidazoles; D007094:Imides