3-Indolizin-2-ylquinoxalines and the derived monopodands

被引：18

作者：

Mamedov, VA ^{[1
]}

Kalinin, AA ^{[1
]}

Yanilkin, VV ^{[1
]}

Gubaidullin, AT ^{[1
]}

Latypov, SK ^{[1
]}

Balandina, AA ^{[1
]}

Isaikina, OG ^{[1
]}

Toropchina, V ^{[1
]}

Nastapova, NV ^{[1
]}

Glamova, NA ^{[1
]}

Litvinov, LA ^{[1
]}

机构：

[1] Russian Acad Sci, Kazan Res Ctr, AE Arbuzov Organ & Phys Chem Inst, Kazan 420088, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2005年 / 54卷 / 11期

基金：

俄罗斯基础研究基金会;

关键词：

3-acetylquinoxalin-2-one; pyridinium salts; Chichibabin reaction; indolizines; quinoxalines; monopodands; structure; IR spectra; 1D and 2D NMR spectroscopy;

D O I：

10.1007/s11172-006-0165-7

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reactions of 3-acetylquinoxalin-2-one with methyl- and benzylpyridines in the presence of iodine produce the corresponding 3-(2-alkylpyridinioacetyl)quinoxalin-2(1H)-one iodides. Treatment of the latter with triethylamine affords the corresponding 3-indolizin-2-ylquinoxalin-2-ones. Due to the presence of the endocyclic carbamoyl group, the reactions of these compounds with bisalkylating reagents give quinoxaline-containing monopodands and monoalkylation products containing spacers with different lengths and of different nature.

引用

页码：2616 / 2625

页数：10

共 25 条

[1] E-MAP IMPROVEMENT IN DIRECT PROCEDURES
ALTOMARE, A
CASCARANO, G
GIACOVAZZO, C
VITERBO, D
[J]. ACTA CRYSTALLOGRAPHICA SECTION A, 1991, 47 : 744 - 748
[2] ATTAURRAHMAN, 1989, ONE 2 DIMENSIONAL N
[3] SYNTHESES OF PYRROCOLINES UNSUBSTITUTED IN THE 5-MEMBERED RING
BOEKELHEIDE, V
WINDGASSEN, RJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (06) : 1456 - 1459
[4] THE CHEMISTRY OF THE PYRROCOLINES .3. NITRATION
BORROWS, ET
HOLLAND, DO
KENYON, J
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1946, (NOV): : 1077 - 1083
[5] Breitmaier E., 1987, Carbon-13 NMR spectroscopy
[6] RADICAL CATIONS .3. CHEMICAL AND ELECTROCHEMICAL OXIDATION OF 3,3'-BISINDOLIZINES
CARDELLINI, L
CARLONI, P
GRECI, L
TOSI, G
ANDRUZZI, R
MARROSU, G
TRAZZA, A
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1990, (12): : 2117 - 2121
[7] DEROME E, 1987, MODERN NMR TECHNIQUE
[8] FORMATION OF CYCL[3.2.2]AZINE DERIVATIVES VIA REACTION OF PYRROCOLINE WITH DIMETHYL ACETYLENEDICARBOXYLATE
GALBRAITH, A
BARNES, RA
SMALL, T
BOEKELHEIDE, V
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (02) : 453 - &
[9] HIINIG S, 1976, LIEBIGS ANN CHEM, P317
[10] CYANINE DYES CONTAINING THE PYRROCOLINE NUCLEUS .1.
HOLLIMAN, FG
SCHICKERLING, HA
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1951, (APR): : 914 - 920

← 1 2 3 →