title: Polymer-supported benzotriazoles as catalysts in the synthesis of tetrahydroquinolines by condensation of aldehydes with aromatic amines.
abstract: Four polymer-supported benzotriazoles were prepared by linkage of 5-(hydroxymethyl)benzotriazole and benzotrizaole-5-carboxylic acid with Wang resin, Merrifield resin, and (monomethoxy)poly(ethylene glycol). The solid-phase and liquid-phase syntheses of tetrahydroquinolines were achieved by two-pair coupling reactions of aldehydes and aromatic amines using these polymer-supported benzotriazoles as the promoters. The ether-type benzotriazole prepared by loading 5-(hydroxymethyl)benzotriazole onto Merrifield resin turned out to be the catalyst of choice. Thus, a series of tetrahydroquinoline products were obtained in high purity by simple filtration, and the resin was recovered for reuse without loss of activity.
authors.affiliation: Department of Chemistry, National Taiwan University, Taipei, 106, Taiwan, Republic of China.
authors.forename: S
authors.initials: S
authors.lastname: Talukdar
authors.forename: R J
authors.initials: RJ
authors.lastname: Chen
authors.forename: C T
authors.initials: CT
authors.lastname: Chen
authors.forename: L C
authors.initials: LC
authors.lastname: Lo
authors.forename: J M
authors.initials: JM
authors.lastname: Fang