Reaction of dialkyl 2-aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylates with aliphatic amines

被引：0
|
作者：
Gein, V. L. [1 ]
Nosova, N. V. [1 ]
Prusakova, A. S. [1 ]
Vakhrin, M. I. [1 ]
Kriven'ko, A. P. [2 ]
机构：
[1] Perm State Pharmaceut Acad, Perm 614990, Russia
[2] Saratov NG Chernyshevskii State Univ, Saratov, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2008年 / 78卷 / 12期
关键词：
Dicarboxylates; Tryptamine; Benzylamine; Diallyl; Phenethylamine;
D O I：
10.1134/S1070363208120116
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Benzylamine, phenethylamine, and homoveratrylamine reacted with dialkyl 2-aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylates at the endocyclic carbonyl group with conservation of the enolic hydroxy group to give dialkyl 4-alkylamino-2-aryl-6-hydroxy-6-methylcyclohex-3-ene-1,3-dicarboxylates. The reaction of dimethyl 4-hydroxy-4-methyl-6-oxo-2-phenylcyclohexane-1,3-dicarboxylate with tryptamine was accompanied by dehydration with formation of dimethyl 4-[2-(1H-indol-3-yl)ethylamino]-6-methyl-2-phenylcyclohexa-3,5-diene-1,3-dicarboxylate, presumably due to basic properties of the indole nitrogen atom.
引用
收藏
页码：2357 / 2362
页数：6
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