Synthesis of fused tetracycles from the nitration products of benzo[b]thieno[2,3-c]pyridines

被引：0

作者：

Tolkunov S.V. ^{[1
]}

Kal'nitskii M.N. ^{[1
]}

Lyashchuk S.N. ^{[1
]}

Dulenko V.I. ^{[1
]}

机构：

[1] L. M. Litvinenko Institute of Physical Organic and Coal Chemistry, National Academy of Sciences of Ukraine

来源：

Chemistry of Heterocyclic Compounds | 1997年 / 33卷 / 3期

关键词：

Organic Chemistry; Pyridine; Alkaloid; Force Field; Nitration;

D O I：

10.1007/BF02253117

中图分类号：

学科分类号：

摘要：

The nitration products of benzo[b]thieno[2,3-c]pyridines were used in the synthesis of new fused tetracyclic heterocyclic systems, which are structural analogs of natural ellipticine and olivicine alkaloids. Closure of the pyridine ring gives products only with linear ring fusion. This behavior was explained using the steric strain - stability principle and complete optimization of the structure of these products with a PCMODEL program and MMX force field in conjunction with the π-electron approximation. ©1997 Plenum Publishing Corporation.

引用

页码：346 / 351

页数：5

共 50 条

[41] SYNTHESIS OF THIENO[2,3-C]-AZEPINONES AND THIENO[3,2-C]-AZEPINONES
SATAKE, K
ITOH, K
MIYOSHI, Y
KIMURA, M
MOROSAWA, S
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (05): : 729 - 732
[42] THIOPHENE ISOSTERS OF ISOQUINOLINE .3. NMR SPECTRA OF SOME THIENO[2,3-C]PYRIDINES AND THIENO[3,2-C]PYRIDINES
GRONOWIT.S
SANDBERG, E
ARKIV FOR KEMI, 1971, 32 (03): : 269 - &
[43] NOVEL INTRAMOLECULAR DIELS-ALDER REACTIONS WITH ALKYNYLTHIO DERIVATIVES OF 1,2,4-TRIAZINES - NEW ROUTES TO THIENO[2,3-B]PYRIDINES AND THIENO[2,3-C]PYRIDINES
TAYLOR, EC
MACOR, JE
TETRAHEDRON LETTERS, 1985, 26 (20) : 2419 - 2422
[44] Synthesis of some new imidazo[3",4":1′,2′] pyrimido[4′,5′:4,5]thieno[2,3-c] pyridazines and other fused thieno[2,3-c]pyridazines
El-Dean, Adel M. Karnal
Radwan, Shaban M.
Elosealy, Yasser A.
JOURNAL OF CHEMICAL RESEARCH-S, 2008, (11): : 622 - 625
[45] Novel synthesis of thieno[2,3-c]pyridazine and pyrimido[4′,5′:4,5]thieno[2,3-c]pyridazine derivatives
El-Dean, AMK
El-Gaby, MSA
Gaber, AM
Eyada, HA
Al-Kamali, ASN
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2005, 180 (02) : 413 - 424
[46] Synthesis and nitration of some thieno-fused analogues of the benzo[a]quinolizinium cation
Sato, K
Arai, S
Yamagishi, T
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (01) : 57 - 64
[47] Heterocyclization of orthoaminoester and orthoamino-nitrile-thieno[2,3-c]pyridine: The facile synthesis of fused pyridothienopyrimidines
Ahmed, EK
Ameen, MA
Abdel-Latif, FF
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2006, 181 (03) : 497 - 510
[48] AMINO-THIENO[2,3-C]PYRAZOLES AND AMINO-THIENO[2,3-B]PYRROLES
GEWALD, K
RENNERT, S
SCHINDLER, R
SCHAFER, H
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1995, 337 (06): : 472 - 477
[49] NEW METHOD OF THE SYNTHESIS OF THIENO[2,3-C]PYRIDINE DERIVATIVES
TOLSTIKOV, GA
SHULTS, EE
ZHURNAL ORGANICHESKOI KHIMII, 1984, 20 (10): : 2230 - 2235
[50] A novel tandem reaction for the synthesis of thieno[2,3-C]pyrazole
Wang, ZW
Ren, J
Chen, HS
Li, ZM
CHINESE CHEMICAL LETTERS, 1999, 10 (03) : 189 - 190

← 1 2 3 4 5 →