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
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
收藏
页码:149 / 171
页数:23
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