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

页码：1397 / 1403

页数：7

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