title: Synthesis of 1,4-diazines by ring expansion of 1,3-diazines.
abstract: Fully saturated piperazin-3-one and quinoxalin-3-one derivatives were prepared by reactions of 2-anilino-2-ethoxy-3-oxothiobutanoic acid anilide with aliphatic 1,2-diamines. An unusual ring expansion of the intermediate 1,3-diazines leads to 1,4-diazines. Moreover, quinoxalin-3-one derivatives from chiral trans-1,2-diaminocyclohexane were obtained with diastereoselectivity >95%.
authors.affiliation: Department of Organic Chemistry, Regional Laboratory of Physicochemical Analyses and Structural Research, ul. Ingardena 3, PL 30-060 Kraków, Poland. zaleska@chemia.uj.edu.pl
authors.forename: Barbara
authors.initials: B
authors.lastname: Zaleska
authors.forename: Robert
authors.initials: R
authors.lastname: Socha
authors.forename: Marcin
authors.initials: M
authors.lastname: Karelus
authors.forename: Edward
authors.initials: E
authors.lastname: Szneler
authors.forename: Jacek
authors.initials: J
authors.lastname: Grochowski
authors.forename: Paweł
authors.initials: P
authors.lastname: Serda