Nucleophilic additions of sodium alkoxides to 4,4-dichloro-1,1-diphenyl-2-azabuta-1,3-diene

Authors
Jacquot, S Schmitt, G Laude, B Kubicki, MM Blacque, O
Citation
S. Jacquot et al., Nucleophilic additions of sodium alkoxides to 4,4-dichloro-1,1-diphenyl-2-azabuta-1,3-diene, EUR J ORG C, (7), 2000, pp. 1235-1239
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
7
Year of publication
2000
Pages
1235 - 1239
Database
ISI
SICI code
1434-193X(200004):7<1235:NAOSAT>2.0.ZU;2-C
Abstract
The reaction of some sodium alkoxides with 4,4-dichloro-1,1-diphenyl-2-azab uta-1,3-diene is described. Whereas sodium methoxide, ethoxide or isopropox ide leads to 1,3-bis(alkoxyl)- and/or 1,3,4-tris(alkoxy)-2-azabut-2-enes, t he sodium salt of ethyl glycolate gives a Delta(2)-oxazoline. Mechanisms fo r the formation of these products are proposed.