A NEW APPROACH TO FUSED 1,2-DIAZEPINES BY CYCLIZATION OF ENHYDRAZINESWITH ALPHA-KETO-ESTERS AND BETA-KETO-ESTERS

Authors
YAMASAKI T NISHIDA K OKAMOTO Y OKAWARA T FURUKAWA M
Citation
T. Yamasaki et al., A NEW APPROACH TO FUSED 1,2-DIAZEPINES BY CYCLIZATION OF ENHYDRAZINESWITH ALPHA-KETO-ESTERS AND BETA-KETO-ESTERS, Heterocycles, 47(1), 1998, pp. 315-327
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
47
Issue
1
Year of publication
1998
Pages
315 - 327
Database
ISI
SICI code
0385-5414(1998)47:1<315:ANATF1>2.0.ZU;2-H
Abstract
The cyclization of oxycarbonylethylidene)hydrazino-1,3-dimethyluracil (3) and hydrazino-3-methyl-2-methylthiopyrimidin-4(3H)-one (8) in the presence of polyphosphoric acid (PPA) provided rimido[4,5-c]-1,2-diaze pine-5,6,8(1H,7H,9H)-trione (4) and ydropyrimido[4,5-c]-1,2-diazepine- 5,6(1H,7H)-dione (9), respectively. 4-Hydrazino-5-methyl-2-pyrone (27) and 5,5-dimethyl-3-hydrazinnocyclohexen-1-one (31) readily reacted wi th ethyl benzoylacetate (28) to give 4,5-dihydropyrano[4,3-c]-1,2-diaz epine-5 (30) and 6,7,8,9-hexahydro-1,2-benzodiazepine-5,6(1H)-dione (3 3), respectively.