Cyanocarbonylation of amines with 5-tosyloxyimino-2,2-dimethyl-1,3-dioxane-4,6-dione

Authors
Katagiri, N Ishikura, M Morishita, Y Yamaguchi, M
Citation
N. Katagiri et al., Cyanocarbonylation of amines with 5-tosyloxyimino-2,2-dimethyl-1,3-dioxane-4,6-dione, HETEROCYCLE, 52(1), 2000, pp. 283-289
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
52
Issue
1
Year of publication
2000
Pages
283 - 289
Database
ISI
SICI code
0385-5414(20000101)52:1<283:COAW5>2.0.ZU;2-2
Abstract
5-Tosyloxyimino-2,2-dimethyl-1,3-dioxane-4,6-dione (3), prepared by the rea ction of 5-hydroxyimino-2,2-dimethyl-1,3-dioxane-4,6-dione sodium salt (2) with tosyl chloride, was treated with various amines (4a-c and 6a,b) in the presence of triethylamine to give the corresponding N-cyanocarbonyl deriva tives (5a-c and 7a,b). However, reaction of 3 with benzyl alcohol gave rise to the formation of dibenzyl carbonate (10).