10.1021/ol1013087.s001 Antonio Palumbo Piccionello Antonio Palumbo Piccionello Silvestre Buscemi Silvestre Buscemi Nicolò Vivona Nicolò Vivona Andrea Pace Andrea Pace Exploiting the CNC Side Chain in Heterocyclic Rearrangements: Synthesis of 4(5)-Acylamino-imidazoles American Chemical Society 2010 presence acylaminoimidazole nonreductive transamination imine aminobenzyl benzaldehyde Boulton Synthesi Exploiting variation CNC Side Chain benzoyl CNC side chain Heterocyclic Rearrangements rearrangement 2010-08-06 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Exploiting_the_CNC_Side_Chain_in_Heterocyclic_Rearrangements_Synthesis_of_4_5_Acylamino_imidazoles/2745280 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-(α-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.