Novel synthesis of tetrahydro-2(1H)-quinolones using Diels-Alder reactionsof 1-arylsulfonyl-2(1H)-pyridones having an electron-withdrawing group

Authors
Fujita, R Watanabe, K Ikeura, W Ohtake, Y Hongo, H Harigaya, Y Matsuzaki, H
Citation
R. Fujita et al., Novel synthesis of tetrahydro-2(1H)-quinolones using Diels-Alder reactionsof 1-arylsulfonyl-2(1H)-pyridones having an electron-withdrawing group, TETRAHEDRON, 57(42), 2001, pp. 8841-8850
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
42
Year of publication
2001
Pages
8841 - 8850
Database
ISI
SICI code
0040-4020(20011015)57:42<8841:NSOTUD>2.0.ZU;2-P
Abstract
A novel synthetic methodology of preparing tetrahydro-2(1H)-quinolones by D iels-Alder reactions between 2-methyl- and 2,3-dimethyl-1,3-butadienes and 1-arylsulfonyl-2(1H)-pyridones having an electron-withdrawing group at the 5-position is presented. Furthermore, the site-selectivity analyses based o n MO calculations of the 5-substituted 2(1H)-pyridones acting as the dienop hiles are described. (C) 2001 Elsevier Science Ltd. All rights reserved.