REACTIONS OF 2,2,4,4-TETRAMETHYL-1,3-CYCLOBUTANEDIONE WITH AMINES AND OTHER NUCLEOPHILES .2.

被引:9
作者
HANSEN, GR
DEMARCO, RA
机构
[1] Department of Chemistry, University of Idaho, Moscow, Idaho
[2] Agricultural Division, Monsanto Co, St Louis, Missouri, 63166
关键词
D O I
10.1002/jhet.5570060304
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. Copyright © 1969 Journal of Heterocyclic Chemistry
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页码:291 / &
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