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

页码：895 / 899

页数：5

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