title: Tandem beta-enamino ester formation and cyclization with o-alkynyl anilines catalyzed by InBr3: efficient synthesis of beta-(N-indolyl)-alpha,beta-unsaturated esters.
abstract: A tandem reaction providing beta-(N-indolyl)-alpha,beta-unsaturated esters from beta-keto esters and o-alkynyl anilines was developed. Z-Alkenes were selectively formed due to the stability of the beta-enamino ester as an intermediate of the reaction. This reaction includes the intermolecular beta-enamino ester formation and intramolecular cyclization catalyzed by InBr(3).
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka, 565-0871 Japan.
authors.forename: Kenichi
authors.initials: K
authors.lastname: Murai
authors.forename: Shoko
authors.initials: S
authors.lastname: Hayashi
authors.forename: Nobuhiro
authors.initials: N
authors.lastname: Takaichi
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Kita
authors.forename: Hiromichi
authors.initials: H
authors.lastname: Fujioka
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D003500:Cyclization; D004952:Esters / Q000138:chemical synthesis*; D007211:Indoles / Q000138:chemical synthesis*
chemical_list: D000480:Alkynes; D000814:Aniline Compounds; D004952:Esters; D007211:Indoles