OXIDATION OF 2-PHENYLHYDRAZONO-GAMMA-BUTYROLACTONE - A NOVEL RING EXPANSION REARRANGEMENT LEADING TO TETRAHYDRO-1,3-OXAZINE-2,4-DIONE DERIVATIVES

Authors
BARTON DHR LIU WS
Citation
Dhr. Barton et Ws. Liu, OXIDATION OF 2-PHENYLHYDRAZONO-GAMMA-BUTYROLACTONE - A NOVEL RING EXPANSION REARRANGEMENT LEADING TO TETRAHYDRO-1,3-OXAZINE-2,4-DIONE DERIVATIVES, Chemical communications, (6), 1997, pp. 571-572
Citations number
26
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
6
Year of publication
1997
Pages
571 - 572
Database
ISI
SICI code
1359-7345(1997):6<571:OO2-AN>2.0.ZU;2-D
Abstract
2-Hydroxy-2-phenylazo-gamma-butyrolactone 3a, prepared from oxidation of phenylhydrazone la, either decomposes to form alpha-keto-gamma-buty rolactone 2a in 80% yield or rearranges to tetrahydro-1,3-oxazine-2,4- dione derivative 4a in 95% yield under different conditions.