title: Exploiting the CNC side chain in heterocyclic rearrangements: synthesis of 4(5)-acylamino-imidazoles.
abstract: A new variation on the Boulton-Katritzky reaction is reported, namely, involving use of a CNC side chain. A novel Montmorillonite-K10 catalyzed nonreductive transamination of a 3-benzoyl-1,2,4-oxadiazole afforded a 3-(alpha-aminobenzyl)-1,2,4-oxadiazole, which was condensed with benzaldehydes to afford the corresponding imines. In the presence of strong base, these imines underwent Boulton-Katritzky-type rearrangement to afford novel 4(5)-acylaminoimidazoles.
authors.affiliation: Dipartimento di Chimica Organica E. Paternò, Università degli Studi di Palermo, Viale delle Scienze-Parco d'Orleans II, I-90128 Palermo, Italy. apalumbo@unipa.it
authors.forename: Antonio Palumbo
authors.initials: AP
authors.lastname: Piccionello
authors.forename: Silvestre
authors.initials: S
authors.lastname: Buscemi
authors.forename: Nicolò
authors.initials: N
authors.lastname: Vivona
authors.forename: Andrea
authors.initials: A
authors.lastname: Pace