Iminophosphoranes in heterocyclic chemistry.: A simple one-pot synthesis of pyridothienopyridazines and pyrimidothienopyridazines

被引:26
作者
Alvarez-Sarandés, R [1 ]
Peinador, C [1 ]
Quintela, JM [1 ]
机构
[1] Univ A Coruna, Fac Ciencias, Dept Quim Fundamental, E-15071 La Coruna, Spain
关键词
iminophosphorane; aza-Wittig; pyridothienopiridazine; pyrimidothienopyridazine;
D O I
10.1016/S0040-4020(01)00460-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Iminophosphoranes, 6-(2-ethoxycarbonylvinyl)-3,4-diphenyl-5-[(triphenylphosphoranylidene)amino]thieno[2,3-c]pyridazine la, 6-(2-cyanovinyl)-3,4-diphenyl-5-[(triphenylphosphoranylidene)amino]thieno [2,3-c]pyridazine Ib, and 6-(4-aryliminomethylene)-3,4-diphenyl-5-[(triphenylphosphoranylidene)amino]thieno[2,3-c] pyridazine 5a-c react with heterocumulenes such as iso(thio)cyanates, carbon dioxide and carbon disulfide to give directly the title compounds in an aza-Wittig/electrocyclic-ring closure process. The N-heteroaryliminophosphoranes 8a,b underwent an unusual pyridine ring closure under Vilsmeier conditions to form the pyridothienopyridazines 10a,b. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5413 / 5420
页数:8
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