Reactions of 3-substituted 3-azabicyclo[3.3.1]nonan-9-ones with nitrogen-containing nucleophiles

被引：8
|
作者：
Moskalenko, A. I. [1 ]
Boev, V. I. [1 ]
机构：
[1] Lipetsk State Pedag Univ, Lipetsk 398020, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 45卷 / 06期
关键词：
Hydrazine Hydrate; Reductive Amination; Anhydrous Calcium Chloride; Sodium Hydrogen Carbonate; Colorless Oily Substance;
D O I：
10.1134/S1070428009060165
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Condensation of 3-substituted 3-azabicyclo[3.3.1]nonan-9-ones with hydroxylamine and hydrazine hydrate gave the corresponding oximes, hydrazones, and azines. Reductive amination of the title compounds in the presence of sodium triacetoxyhydridoborate led to the formation of 3-substituted 3-azabicyclo[3.3.1]nonan-9-amines which were converted into the corresponding dihydrochlorides by treatment with dry hydrogen chloride. Treatment of 3-tert-butoxycarbonyl derivatives with HCl under analogous conditions was accompanied by elimination of the tert-butoxycarbonyl group to produce 3-azabicyclo[3.3.1]nonan-9-amine dihydrochlorides.
引用
收藏
页码：895 / 899
页数：5
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