STUDY OF THE BROMINATION OF 1,5-DINITRO-3-AZABICYCLO[3.3.1]NON-6-ENES

被引：0

作者：

Shakhkeldyan, I. V. ^{[1
]}

Atroshchenko, Yu. M. ^{[1
]}

Melekhina, N. K. ^{[1
]}

Yakunina, I. E. ^{[1
]}

Kobrakov, K. I. ^{[2
]}

Shumsky, A. N. ^{[3
]}

机构：

[1] LN Tolstoy Tula State Pedag Univ, Tula 300026, Russia

[2] AN Kosygin Moscow State Text Univ, Moscow 117419, Russia

[3] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 117913, Russia

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2008年 / 44卷 / 06期

关键词：

3-azabicyclo[3,3,1]non-6-enes; homo- and heteronuclear correlation spectroscopy; halogenation;

D O I：

10.1007/s10593-008-0107-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The electrophilic addition of bromine to 3-substituted 1,5-dinitro-3-azabicyclo[3.3.1]non-6-ene in carbon tetrachloride is accompanied by intramolecular 3,7-cyclization with the formation of 6-bromo-3-R-1,5-dinitro-3-azonia-tricyclo[3.3.10(3,7)]nonane tribromides. In the bromination of 1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes containing substituents at the double bond, molecular complexes of halogen with the substrate were obtained.

引用

页码：690 / 699

页数：10

共 50 条

[1] Chlorination features of 1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes
Yu. M. Atroshchenko
N. K. Melekhina
I. V. Shakhkel’dyan
I. E. Yakunina
A. N. Shchukin
E. V. Shuvalova
V. A. Subbotin
Russian Journal of Organic Chemistry, 2006, 42 : 1220 - 1224
[2] Chlorination features of 1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes
Atroshchenko, Yu. M.
Melekhina, N. K.
Shakhkel'dyan, I. V.
Yakunina, I. E.
Shchukin, A. N.
Shuvalova, E. V.
Subbotin, V. A.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 42 (08) : 1220 - 1224
[3] Study of the bromination of 1,5-dinitro-3-azabicyclo-[3.3.1]non-6-enes
I. V. Shakhkeldyan
Yu. M. Atroshchenko
N. K. Melekhina
I. E. Yakunina
K. I. Kobrakov
A. N. Shumsky
Chemistry of Heterocyclic Compounds, 2008, 44 : 690 - 699
[4] Selective reduction of 6-substituted 1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes
Yakunina, I. E.
Shchukin, A. N.
Kopyshev, M. V.
Shakhkel'dyan, I. V.
Shumskii, A. N.
Yakovenko, A. A.
Lysenko, K. A.
Atroshchenko, Yu. M.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 47 (06) : 877 - 880
[5] Selective reduction of 6-substituted 1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes
I. E. Yakunina
A. N. Shchukin
M. V. Kopyshev
I. V. Shakhkel’dyan
A. N. Shumskii
A. A. Yakovenko
K. A. Lysenko
Yu. M. Atroshchenko
Russian Journal of Organic Chemistry, 2011, 47 : 877 - 880
[6] 3-azabicyclo[3.3.1]nonane derivatives: V. Synthesis of 7-polyfluoroalkoxy-1,5-dinitro-3-azabicyclo [3.3.1]non-6-enes
Nikiforova, EG
Korolev, MA
Shakhkel'dyan, IV
Dutov, MD
Grudtsyn, YD
Atroshchenko, YM
Shevelev, SA
Subbotin, VA
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2001, 37 (05) : 734 - 738
[7] 3-Azabicyclo[3.3.1]nonane Derivatives: V. Synthesis of 7-Polyfluoroalkoxy-1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes
E. G. Nikiforova
M. A. Korolev
I. V. Shakhkel'dyan
M. D. Dutov
Yu. D. Grudtsyn
Yu. M. Atroshchenko
S. A. Shevelev
V. A. Subbotin
Russian Journal of Organic Chemistry, 2001, 37 : 734 - 738
[8] Synthesis of 1,5-dinitro-3-azabicyclo[3.3.1]non-6-ene derivatives
Atroshchenko, YM
Nikiforova, EG
Gitis, SS
Grudtsyn, YD
Shishkin, OV
Andrianov, VF
Shakhkeldyan, IV
ZHURNAL ORGANICHESKOI KHIMII, 1999, 35 (09): : 1339 - 1343
[9] 3-Azabicyclo[3.3.1]nonane derivatives: II. Synthesis of 6(7)-R-3-(2-hydroxyethyl)-1,5-dinitro-3-azabicyclo[3.3,1]non-6-enes
Atroshchenko, YM
Nikiforova, EG
Shakhkel'dyan, IV
Grudtsyn, YD
Akhmedov, NG
Alifanova, EN
Borbulevich, OY
Shishkin, OV
Gitis, SS
Kaminskii, AY
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2000, 36 (05) : 743 - 749
[10] 3-methyl-1,5-dinitro-3-azabicyclo[3.3.1]non-7-ene
Shishkin, OV
Atroschenko, YM
Gitis, SS
Alifanova, EN
Shakhkeldyan, IV
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 : 271 - 273

← 1 2 3 4 5 →