title: New three-component reaction: novel formation of a seven-membered ring by the unexpected reaction at the gamma-position of the beta-keto ester.
abstract: [reaction: see text] The novel three-component reaction of aromatic aldehydes, ethylenediamine, and beta-keto esters is described. In this reaction, beta-keto esters react at the gamma-position which is generally unreactive to produce the seven-membered ring compounds. Products have secondary amines and beta-enamino esters, which can serve in further functionalizations to produce molecular diversity.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan. fujioka@phs.osaka-u.ac.jp
authors.forename: Hiromichi
authors.initials: H
authors.lastname: Fujioka
authors.forename: Kenichi
authors.initials: K
authors.lastname: Murai
authors.forename: Ozora
authors.initials: O
authors.lastname: Kubo
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Ohba
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Kita
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D018360:Crystallography, X-Ray; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: D000447:Aldehydes; D004952:Esters