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VI. Synthesis of Heterocyclic Analogs of γ-Aminobutyric Acid from 3,5-Dinitrobenzoic Acid
Authors:Shahkel'dyan  I. V.  Melekhina  E. K.  Atroshchenko  Yu. M.  Efremov  Yu. A.  Alifanova  E. N.  Kopyshev  M. V.  Troitskii  N. A.  Subbotin  V. A.  Nikishina  M. B.
Affiliation:(1) Tula State Pedagogical Universuty, Tula, 300026, Russia;(2) Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Tula, Russia
Abstract:
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.
Keywords:
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