Synthesis of some new thieno[2,3-b]pyridines, pyrido[3′,2′:4,5]-thieno[3,2-d]pyrimidines and pyrido[3′,2′:4,5]thieno[3,2-d][1,2,3]-triazines

被引：21

作者：

Abdel-Rahman, AE ^{[1
]}

Bakhite, EA ^{[1
]}

Mohamed, OS ^{[1
]}

Thabet, EA ^{[1
]}

机构：

[1] Assiut Univ, Fac Sci, Dept Chem, Assiut 71516, Egypt

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2000年 / 166卷

关键词：

cyclopenta[b]pyridines; cyclopenta[e]thieno[2; 3-b]pyridines; cyclopenta-[5 '; 6 ']pyrido[3 '; 2 ': 4; 5]thieno[3; 2-d]pyrimidines; cyclopenta[5 '; 5]-thieno[3; 2-d][1; 2; 3]triazines;

D O I：

10.1080/10426500008076538

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

4-Aryl-3-cyano-2-substituted-methylthiocyclopenta[b]pyridines (3a-c and 4a-i) were prepared by reaction of 4-aryl-3-cyanocyclopenta[b]pyridine-2(1H)-thiones (2a-c) with chloroacetonitrile or chloro-N-arylacetamides, respectively. On treatment of these products with sodium ethoxide in boiling ethanol, they underwent intramolecular Thorpe-Ziegler cyclization to afford the corresponding 3-amino-4-aryl-2-functionallized-cyclopenta[e]thieno [2,3-b]pyridines (5a-c and 6a-i), Most of the latter thienopyridines were used as synthons for the target cyclopenta[5 ' ,6 ' ]pyrido [3 ' ,2 ' :4,5]thieno[3,2-d]pyrimidines and cyclopenta[5 ' ,6 '] pyrido[3 ' ,2 ' :4,5] thieno[3,2-d][1,2, 3]triazines.

引用

页码：149 / 171

页数：23

共 50 条

[41] SYNTHESIS OF NOVEL DERIVATIVES OF 3-CYANOPYRIDINE-2(1H)-THIONE, THIENO[2,3,-b] PYRIDINE AND PYRIDO[3 ', 2 ':4,5] THIENO[3,2-d]PYRIMIDINE
EL-Gaby, Mohamed S. A.
Hussein, Abael Haleem M.
El-Sharief, Ahamed M. Sh.
Ammar, Yousry A.
Khames, Ahamed A.
HETEROCYCLIC LETTERS, 2016, 6 (01): : 15 - 22
[42] SYNTHESIS OF NEW 4-OXO-4H-PYRIDO[3',2'-4,5]THIENO[3,2-D](1,3)OXAZINES
VIEWEG, H
KRASSELT, U
BOHM, N
PRANTZ, J
WAGNER, G
PHARMAZIE, 1990, 45 (10): : 731 - 733
[43] PYRIDO[3',2'-4,5]THIENO[3,2-D]-N-TRIAZINES - A NEW SERIES OF ORALLY ACTIVE ANTIALLERGIC AGENTS
YOUSSEFYEH, RD
BROWN, RE
WILSON, J
SHAH, U
JONES, H
LOEV, B
KHANDWALA, A
LEIBOWITZ, MJ
SONNINOGOLDMAN, P
JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (12) : 1639 - 1643
[44] Efficient Synthesis and Characterization of Novel Pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidines and Their Fused [1,2,4]triazole Derivatives
Sanad, Sherif M. H.
Hawass, Mahmoud A. E.
Ahmed, Ahmed A. M.
Elneairy, Mohamed A. A.
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (12) : 2823 - 2833
[45] Synthesis and antitumor activity of pyrano[4′,3′:4,5]pyrido[2, 3-b]thieno[3,2-d]-1,2,3-triazine and l,2,3-triazino[4′,5′:4, 5|thieno-[2,3-c]isoquinoline derivatives
Paronikyan E.G.
Noravyan A.S.
Akopyan Sh.F.
Arsenyan F.G.
Stepanyan G.M.
Garibdzhanyan B.T.
Pharmaceutical Chemistry Journal, 2006, 40 (6) : 293 - 295
[46] Synthesis and anticonvulsant activity of pyrano[4′,3′:4,5]pyrido[2,3-b]furo[3,2-d]pyrimidine and pyrano[4′,3′:4,5]pyrido[2,3-b]furo[3,2-d]pyridine derivatives
Paronikyan E.G.
Oganisyan A.Kh.
Noravyan A.S.
Paronikyan R.G.
Dzhagatspanyan I.A.
Pharmaceutical Chemistry Journal, 2002, 36 (8) : 413 - 414
[47] Synthesis and antimicrobial activity of new amino derivatives of pyrano[4", 3":4′, 5′]pyrido[3′, 2′: 4,5] thieno[3,2-d] pyrimidine
Sirakanyan, Samvel N.
Geronikaki, Athina
Spinelli, Domenico
Hakobyan, Elmira K.
Kartsev, Viktor G.
Petrou, Anthi
Hovakimyan, Anush A.
ANAIS DA ACADEMIA BRASILEIRA DE CIENCIAS, 2018, 90 : 1043 - 1057
[48] Synthesis of some new pyrido[3′,2′: 4,5]thieno[3,2-d]pyrimidin-4(3H)-ones and pyrido[3′,2′: 4,5]thieno[2,3-e]-1,2,4-triazolo[1,5-c]pyrimidine derivatives
Ho, YW
JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2001, 48 (6B) : 1163 - 1174
[49] New convenient method for synthesis of substituted 6,9-dihyropyrido[3',2':4,5]thieno[3,2-b]pyridines and 6,9-dihydropyrido[3',2':4,5]thieno[3,2-d]pyrimidines
Artemov, VA
Ivanov, VL
Rodinovskaya, LA
Shestopalov, AM
Litvinov, VP
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1996, (04): : 553 - 556
[50] One-pot synthesis of 4,6-diaryl-3-cyanopyridine-2(1H)-thiones and their transformation to substituted thieno[2,3-b;4,5-b]dipyridines and pyrido[3',2':4,5]thieno[3,2-d]pyrimidines
Shestopalov, AM
Nikishin, KG
Gromova, AV
Rodinovskaya, LA
RUSSIAN CHEMICAL BULLETIN, 2003, 52 (10) : 2203 - 2206

← 1 2 3 4 5 →