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Synthesis and Structure of Derivatives of 9-(2-Oxopropyl)-1,5-dinitro-7,8-benzo--3-azabicyclo[3.3.1]non-7-en-6-ones. -Mannich reaction of the Yanovsky adduct (III) of 2,4-dinitronaphthol provides the title compounds (VI), which are new compounds interesting both as synthons for organic synthesis and as potential biologically active compounds. Their structure and conformation are established by molecular spectroscopy and X-ray diffraction analysis. -(YAKUNINA, I. E.; SHAKHKELDYAN, I. V.; ATROSHENKO, Y. M.; BORBULEVICH, O. Y.; NESTEROV, V. V.; KOPYSHEV, M. B.; TROITSKII, N. A.; EFREMOV, Y. A.; ALIFANOVA, E. N.; SUBBOTIN, V. A.; Russ.

Anionic hydride adduct of 1-(2-hydroxyethoxy)-2,4-dinitrobenzene was brought into a double Mannich condensation with formaldehyde and methylamine to furnish a mixture of isomeric 3-azabicyclo[3.3.1]nonanes: 3-methyl-6-(2-hydroxyethoxy)-1,5-dinitro-3-azabicyclo[3.3.1]non-6-ene and 3-methyl-6,6-ethylenedioxy-1,7-dinitro-3-azabicyclo[3.3.1]nonane. By means of NMR spectroscopy, X-ray diffraction analysis, and quantum chemistry (PM3) we demonstrated that the spirocyclic isomer had chair-chair conformation with diequatorial orientation of substituents in positions 3 and 7.

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2001 azo compounds azo compounds (diazo compounds, triazenes etc.) (benzene compounds) Q 0160 05 -077 Reactions of Aromatic Nitro Compounds. Part 73. Reaction of Anionic m-Dinitrobenzene σ-Complexes with Arenediazonium Salts -[replacement of one nitro group in m-dinitroarenes (I) and (IV) to furnish the corresponding nitroazoarenes (III) and (V)/(VI), respectively]. -(ATROSHCHENKO, YU. M.; BLOKHINA, N. I.; SHAKHKEL'DYAN, I. V.; GRUDTSYN, YU. D.; GITIS, S. S.; BORBULEVICH, O. YA.; BLOKHIN, I. V.; KAMINSKII, A. YA.; SHISHKIN, O. V.; ANDRIANOV, V. F.; Russ. J.