A novel synthesis of indolyl and benzo[b]thienyl imines and Diels-Alder reactions promoted by indium trichloride

Authors
Babu, G Perumal, PT
Citation
G. Babu et Pt. Perumal, A novel synthesis of indolyl and benzo[b]thienyl imines and Diels-Alder reactions promoted by indium trichloride, TETRAHEDRON, 55(15), 1999, pp. 4793-4802
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
15
Year of publication
1999
Pages
4793 - 4802
Database
ISI
SICI code
0040-4020(19990409)55:15<4793:ANSOIA>2.0.ZU;2-X
Abstract
Anhydrous indium trichloride is found to catalyze the reaction of Schiffs b ases derived from substituted anilines with 3-chloro-1H-indole-2-carboxalde hyde and 3-chlorobenzo[b]thiophene-2-carboxaldehyde which resulted in new r oute to indolyl and benzo[b]thienyl imines. These imines reacted with cyclo pentadiene and 3,4-dihydro-2H-pyran to afford new quinoline derivatives in good yields. (C) 1999 Elsevier Science Ltd. All rights reserved.