Synthesis of pyrazinothienopyrimidine derivatives by the application of the intramolecular and intermolecular aza-Wittig reaction/heterocyclization

被引：6
|
作者：
Blanco, Gerardo [1 ]
Quintela, Jose M. [1 ]
Peinador, Carlos [1 ]
机构：
[1] Univ A Coruna, Dept Quim Fundamental, Fac Ciencias, La Coruna 15071, Spain
来源：
SYNTHESIS-STUTTGART | 2008年 / 09期
关键词：
heterocycles; Wittig reaction; nitrogen; azides; cyclizations;
D O I：
10.1055/s-2008-1072514
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Pyrazino[2',3':4,5]thieno[3,2-d]pyrimidine derivatives 6 were synthesized by the intermolecular aza-Wittig reaction of N-heteroaryl phosphazene derivatives with carboxylic acid chlorides. The heterocyclization occurs via imidoyl chloride intermediates derived from phosphazenes 4a,b, obtained in a one-step process from alpha-azidothieno[2,3-b]pyrazine carboxylic acid 3. Moreover, cyclic pyrazinothienopyrimidines were prepared, in a two-step procedure, from amides and azidothienopyrazine-alpha-carbonyl chloride using an intramolecular aza-Wittig heterocyclization reaction strategy.
引用
收藏
页码：1397 / 1403
页数：7
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