Synthesis of CF3-substituted 1,2,3,4-tetrahydroisoquinolines and 1,2,3,6-tetrahydropyridines

被引:0
|
作者
I. Yu. Chernyshov
V. V. Levin
A. D. Dilman
P. A. Belyakov
M. I. Struchkova
V. A. Tartakovsky
机构
[1] Russian Academy of Sciences,N. D. Zelinsky Institute of Organic Chemistry
来源
Russian Chemical Bulletin | 2010年 / 59卷
关键词
trifluoromethylation; amines; trimethyl(trifluoromethyl)silane;
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摘要
A three-step method for the preparation of CF3-substituted 1,2,3,4-tetrahydroisoquino-lines and 1,2,3,6-tetrahydropyridines has been suggested. The first step includes alkylation of isoquinoline or 4-methylpyridine at the nitrogen atom with the formation of salts, which are involved into the reaction with Grignard reagent or lithium triethylborohydride to give enamines. The enamines undergo nucleophilic trifluoromethylation upon the action of Me3SiCF3 under acidic conditions.
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页码:2102 / 2107
页数:5
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