TANDEM 1,4-DIAZA,3-OXA-COPE REARRANGEMENT NUCLEOPHILIC-ADDITION REACTION - A ROUTE TO 2-OXOBENZIMIDAZOLES

Authors
SACZEWSKI F DEBOWSKI T
Citation
F. Saczewski et T. Debowski, TANDEM 1,4-DIAZA,3-OXA-COPE REARRANGEMENT NUCLEOPHILIC-ADDITION REACTION - A ROUTE TO 2-OXOBENZIMIDAZOLES, Tetrahedron letters, 34(17), 1993, pp. 2843-2846
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
17
Year of publication
1993
Pages
2843 - 2846
Database
ISI
SICI code
0040-4039(1993)34:17<2843:T1RNR>2.0.ZU;2-8
Abstract
A novel tandem 1,4-diaza-3-oxa-Cope rearrangement - nucleophilic addit ion reaction has been deviced in which the formation of 2-oxobenzimida zoles 9 has been rationalized on the basis of an initial [3,3]sigmatro pic rearrangement of the N-cyanato-anilines 6, followed by an intramol ecular nucleophilic addition in the intermediate isocyanates 7.