Diels-Alder reaction of pyrano[3,4-b]indolones with an electron-deficient pyridazinone: A new pathway to carbazole-fused pyridazines

Authors
Haider, N Kaferbock, J Matyus, P
Citation
N. Haider et al., Diels-Alder reaction of pyrano[3,4-b]indolones with an electron-deficient pyridazinone: A new pathway to carbazole-fused pyridazines, HETEROCYCLE, 51(11), 1999, pp. 2703-2710
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
51
Issue
11
Year of publication
1999
Pages
2703 - 2710
Database
ISI
SICI code
0385-5414(19991101)51:11<2703:DROPWA>2.0.ZU;2-D
Abstract
Thermally induced [4+2] cycloaddition reactions of 5-ethanesulfonyl-2-methy lpyridazin-3(2H)-one (2) with pyrano[3,4-b]indol-3(9H)-ones (1, 4) affords isomeric pyridazino[4,5-b]carbazolones (3a,b, 5a,b), the product ratio depe nding on the substitution pattern of the diene. Two carbazolocarbazoles (6, 7) were obtained as side products.