G. R. Hansen, R. Demarco
Jun 1, 1969
Citations
0
Influential Citations
6
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
The reaction of 2,2,4,4-tetramethyl-1,3-cyclobutanedione with various nucleophiles has been demonstrated to be dependent on the reaction conditions, steric factors and the nucleophilicity of the attacking species. In the reaction with primary amines the intermediate has been established as the N-substituted imine which is hydrolyzed to the corresponding amide in the presence of water. The reaction of diamines with the dione has been shown to be a method of synthesizing 2-substituted imidazolines and 1 H-4,5-dihydropyrimidines.