Reactions of cyclic oxalyl compounds, 43 [1]: Synthesis and thermolysis offused 1-arylaminopyrrolones

Citation
G. Kollenz et al., Reactions of cyclic oxalyl compounds, 43 [1]: Synthesis and thermolysis offused 1-arylaminopyrrolones, J HETERO CH, 38(5), 2001, pp. 1055-1064
Citations number
32
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022-152X → ACNP
Volume
38
Issue
5
Year of publication
2001
Pages
1055 - 1064
Database
ISI
SICI code
0022-152X(200109/10)38:5<1055:ROCOC4>2.0.ZU;2-Z
Abstract
Fused N-(di)arylamino-pyrrol-2,3-diones I are reacted with diphenylketene, thiosemicarbazide or 1,2-diaminobenzene to afford the 3-diphenylmethylene p yrrolones 2, the thiosemicarbazones 4 or the quinoxaline derivatives 5 as w ell as 6, respectively. Thermolysis of 2b,c,e,f,6b and the pyrrolo-quinoxal ine 8 afford the corresponding N-deaminated products 3, 7 and 9. Rearrangem ents into diazapropellanes following a thermally initiated Fischer - indoli zation as originally expected do not occur.