title: 1,3,5-trisubstituted 1,4-diazepin-2-ones.
abstract: Six 1,3,5-trisubstituted 1,4-diazepin-2-ones were synthesized by a sequence featuring the cascade addition of vinyl Grignard to N-[Boc-aminoacyl]-N-alkyl-beta-amino esters, followed by Boc group removal and annulation by a reductive amination. Relative to the parent sequence employing N-Boc-aminoacyl beta-amino esters to make 3,5-disubstituted heterocycle, the additional N-alkyl substituent caused a noticeable acceleration and gave relatively higher yield in the 1,4-diazepin-2-one annulation.
authors.affiliation: Département de Chimie, Université de Montréal, CP 6128, Succursale Centre Ville, Montréal, Québec, Canada.
authors.forename: Hassan S
authors.initials: HS
authors.lastname: Iden
authors.forename: William D
authors.initials: WD
authors.lastname: Lubell
mesh_terms: D001381:Azepines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001381:Azepines