Synthesis of pyrazole- and thiazole-annulated 3-R-1,5-dinitro-3-azabicyclo[3.3.1]nonanes

被引:0
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作者
A. V. Puchnin
M. A. Bastrakov
A. M. Starosotnikov
S. V. Popkov
S. A. Shevelev
机构
[1] D. I. Mendeleev University of Chemical Technology of Russia,N. D. Zelinsky Institute of Organic Chemistry
[2] Russian Academy of Sciences,undefined
来源
Russian Chemical Bulletin | 2012年 / 61卷
关键词
azabicyclo[3.3.1]nonanes; reduction; Mannich reaction; nitro group; azoles;
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学科分类号
摘要
The previously unknown 3-R-1,5-dinitro-3-azabicyclo[3.3.1]nonanes fused to the pyrazole or thiazole rings were synthesized by the reductive cyclization of m-dinitroindazoles and benzothiazoles. The method is based on the reduction of carbon-carbon bonds in the benzene ring, which are activated by the meta-nitro groups, with NaBH4 followed by the Mannich reaction with formaldehyde and primary amines.
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页码:596 / 599
页数:3
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