IMIDOYLKETENE OXOKETENIMINE REARRANGEMENT - FACILE 1,3-SHIFT OF AN ALKOXY GROUP

Authors
FULLOON B ELNABI HAA KOLLENZ G WENTRUP C
Citation
B. Fulloon et al., IMIDOYLKETENE OXOKETENIMINE REARRANGEMENT - FACILE 1,3-SHIFT OF AN ALKOXY GROUP, Tetrahedron letters, 36(36), 1995, pp. 6547-6550
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
36
Year of publication
1995
Pages
6547 - 6550
Database
ISI
SICI code
0040-4039(1995)36:36<6547:IOR-F1>2.0.ZU;2-Q
Abstract
Thermal CO extrusion from 2,3-dihydropyrrole-2,3-dione 3 generates imi doylketene 4, which cyclizes to 2-methoxy-4-quinolone (6). Using flash vacuum pyrolysis and low temperature IR spectroscopy, it is shown tha t 4 interconverts with ketenimine 5 prior to cyclization to 6.