345912-37-0Relevant articles and documents
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
Abdel-Rahman,Bakhite,Mohamed,Thabet
, p. 149 - 171 (2007/10/03)
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-arylacelamides, 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.