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Shakhkel' I.V. Nikiforova E.G. Grudtsyn Yu.D. Atroshchenko Yu.M. Borbulevich O.Ya. Efremov Yu.A. Gitis S.S. Moiseev D.N. Alifanova E.N. Chudakov P.V. Kovalevskii A.Yu. 《Russian Journal of Organic Chemistry》2001,37(4):583-591
A series of 1.5-dinitro-3-azabicyclo[3.3.1]non-6-enes was prepared by reduction of 1-R-2,4- and 1-R-3,5-dinitrobenzenes with potassium borohydride followed by Mannich reaction with formaldehyde and amino acids. The molecular structure of (6-bromo-1,5-dinitro-3-azabicyclo[3.3.1]non-6-en-3-yl)acetic acid was studied by X-ray diffraction analysis. The mechanism of decomposition under electron impact was determined for (7-methoxy-1,5-dinitro-3-azabicyclo[3.3.1]non-6-en-3-yl)acetic acid. 相似文献
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V. V. Mezheritskii L. G. Minyaeva O. M. Golyanskaya R. B. Tyurin O. Ya. Borbulevich G. S. Borodkin A. N. Antonov 《Russian Journal of Organic Chemistry》2006,42(2):278-287
Reactions of peridazines (1H-1,2-diazaphenalenes) with electron-donor reagents (quinones, potassium ferrocyanide) involve multistage oxidative transformations resulting in products of dimarization and (or) dehydration. 相似文献
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Yu. M. Atroshchenko I. E. Shakhkel'dyan O. Ya. Borbulevich A. N. Shchukin M. Yu. Antipin V. N. Khrustalev 《Russian Journal of Organic Chemistry》2005,41(11):1683-1689
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 difraction 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. 相似文献
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A. B. Shapiro O. Ya. Borbulevich S. V. Koroteev A. D. Malievskii 《Russian Chemical Bulletin》2000,49(10):1682-1686
3,5-Dimethylidene-1,2,2,6,6-pentamethyl-4-oxopiperidine was shown by the kinetic method to be less reactive than 3,5-dimethylidene-2,2,6,6-tetramethyl-4-oxopiperidin-1-oxyl
in the nucleophilic addition of secondary amines and Diels—Alder dimerization. According to the quantum-chemical AM1 calculations,
this is due to the difference in the structures of the activated complexes (in the reactions with amines) and to the “press”
effect created by theN-methyl group that impedes the necessary cycle flattening (in the Diels—Alder reaction).
Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1698–1702, October, 2000. 相似文献
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Shakhkeldyan I. V. Melekhina N. K. Atroshenko Yu. M. Kopyshev M. V. Borbulevich O. Ya. Suponitskii K. Yu. Antipin M. Yu. Alifanova E. N. Nikisina M. B. Subbotin V. A. 《Russian Journal of Organic Chemistry》2004,40(2):247-254
N-Alkylation of 6(7)-R-1,5-dinitro-3-methyl-3-azabicyclo[3.3.1]non-6-enes with methyl iodide afforded a series of quaternary ammonium salts whose yield depended on the solvent polarity and character of substituents located in positions 6 or 7 of substrate. The presence of electron-withdrawing groups reduced the yield of the target products compared to unsubstituted compound, whereas the electron-donor substituents increased the yield. As shown by the X-ray diffractionstudy the congormation of the substances was not changed in the course of quaternization. The DTA-TG analysis revealed that in the first stage of thermolysis the 6(7)-R-3,3-dimethyl-1,5-dinitro-3-azoniabicyclo[3.3.1]non-6-ene iodides suffer dealkylation. Two fragmentation paths of compounds synthesized under electron impact were observed: elimination either of methyl iodide or aziridinium cation. 相似文献
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Yakunina I. E. Shakhkeldyan I. V. Atroshenko Yu. M. Borbulevich O. Ya. Nesterov V. V. Kopyshev M. B. Troitskii N. A. Efremov Yu. A. Alifanova E. N. Subbotin V. A. 《Russian Journal of Organic Chemistry》2004,40(2):239-246
A number of 3-R-9-(2-oxopropyl)-1,5-dinitro-7,8-benzo-3-azsbicyclo[3.3.1]non-7-en-6-ones was synthesized by Mannich reaction involving Yanovsky adduct of 2,4-dinitronaphthol. It was established by molecular spectroscopy and X-ray diffraction analysis that the piperidine ring in these compounds was in the chairconformation with a diequatorial position of the substituent attached to the heteroatom and 2-oxo-propyl group, and the cyclohexenone fragment was in sofaform. By an example of 3-methyl-9-(2-oxopropyl)-1,5-dinitro-7,8-benzo-3-azsbicyclo[3.3.1]non-7-en-6-one the dissociative ionization of bicyclononanes under the electron impact was investigated. 相似文献
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