Triphenyl phosphonium perchlorate - an efficient catalyst for the imino Diels-Alder reaction of imines with electron rich dienophiles. Synthesis of pyranoquinoline, furoquinoline and phenanthridine derivatives

Authors
Nagarajan, R Chitra, S Perumal, PT
Citation
R. Nagarajan et al., Triphenyl phosphonium perchlorate - an efficient catalyst for the imino Diels-Alder reaction of imines with electron rich dienophiles. Synthesis of pyranoquinoline, furoquinoline and phenanthridine derivatives, TETRAHEDRON, 57(16), 2001, pp. 3419-3423
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
16
Year of publication
2001
Pages
3419 - 3423
Database
ISI
SICI code
0040-4020(20010416)57:16<3419:TPP-AE>2.0.ZU;2-K
Abstract
Triphenyl phosphonium perchlorate (TPP) is found to be an efficient catalys t for the imino Diels-Alder reaction of aldimines with cyclopentadiene and 3,4-dihydro-2H-pyran is reported for the first time. One pot synthesis of f uroquinoline, cyclopentaquinolines and phenanthridine catalysed by TPP is a lso reported in good yields. (C) 2001 Elsevier Science Ltd. All rights rese rved.