VI. Synthesis of Heterocyclic Analogs of γ-Aminobutyric Acid from 3,5-Dinitrobenzoic Acid

被引:0
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作者
I. V. Shahkel'dyan
E. K. Melekhina
Yu. M. Atroshchenko
Yu. A. Efremov
E. N. Alifanova
M. V. Kopyshev
N. A. Troitskii
V. A. Subbotin
M. B. Nikishina
机构
[1] Tula State Pedagogical Universuty,
[2] Zelinsky Institute of Organic Chemistry,undefined
[3] Russian Academy of Sciences,undefined
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关键词
Sodium; Formaldehyde; Enthalpy; Organic Chemistry; Nonane;
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摘要
A series of 7-carboxy-3-R-1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes was synthesized by reduction of 3,5-dinitrobenzoic acid with sodium borohydride followed by Mannich reaction with formaldehyde and primary amines. The mechanism of decomposition under electron impact of the 3-azabicyclo[3.3.1]nonane was established. Enthalpies of formation of compounds synthesized were calculated by semiempirical PM3 method.
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页码:589 / 595
页数:6
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