SILICA GEL-SUPPORTED HETERO-DIELS-ALDER REACTIONS OF QUINOLINETRIONES

Authors
PEREZ JM LOPEZALVARADO P ALONSO MA AVENDANO C MENENDEZ JC
Citation
Jm. Perez et al., SILICA GEL-SUPPORTED HETERO-DIELS-ALDER REACTIONS OF QUINOLINETRIONES, Tetrahedron letters, 37(38), 1996, pp. 6955-6958
Citations number
33
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
38
Year of publication
1996
Pages
6955 - 6958
Database
ISI
SICI code
0040-4039(1996)37:38<6955:SGHROQ>2.0.ZU;2-F
Abstract
When 2,5,8(1H)-quinolinetriones were supported on silica gel and treat ed with 1-dimethylamino-1-azadienes in excess, followed by rapid chrom atography, the corresponding 5,8-dihydro-1,8-diazaanthracene-2,9,10-tr iones or 1,8-diazaanthracene-2,9,10-triones were obtained, normally in excellent yields. This procedure minimizes or completely prevents the addition of dimethylamine to the starting quinone, a problem that has seriously limited in the past the usefulness of 1-dimethylamino-1-aza dienes as heterodienes for quinones. Copyright (C) 1996 Published by E lsevier Science Ltd