REACTIONS OF CYCLIC OXALYL COMPOUNDS .39. REACTIONS OF ETHOXYCARBONYL-5-PHENYL-2,3-DIHYDROFURAN-2,3-DIONE WITH HETEROCUMULENES AND SCHIFF-BASES

Authors
ABDELNABI HA KOLLENZ G
Citation
Ha. Abdelnabi et G. Kollenz, REACTIONS OF CYCLIC OXALYL COMPOUNDS .39. REACTIONS OF ETHOXYCARBONYL-5-PHENYL-2,3-DIHYDROFURAN-2,3-DIONE WITH HETEROCUMULENES AND SCHIFF-BASES, Monatshefte fuer Chemie, 128(4), 1997, pp. 381-387
Citations number
41
Categorie Soggetti
Chemistry
Journal title
Monatshefte fuer Chemie → ACNP
ISSN journal
00269247
Volume
128
Issue
4
Year of publication
1997
Pages
381 - 387
Database
ISI
SICI code
0026-9247(1997)128:4<381:ROCOC.>2.0.ZU;2-Q
Abstract
Furan-2,3-dione 1 reacts with arylisocyanates to the corresponding pyr rol-2,3-diones 2, whereas conversion with diisopropylcarbodiimide affo rds the oxazepin-6,7-dione derivative 3 in 68% yield. 1,3-Oxazines 5, 6, and 7 were obtained by thermolysis of 1 in boiling xylene in presen ce of arylisocyanates, diphenylketen-p-tolylimine, and Schiff bases, m ost likely by trapping the alpha-oxoketene intermediate 4. Preparative flash vakuum pyrolysis (FVP) of 1 and 2b gave 8 and 9, respectively.