Convergent Three-Component Tetrazole Synthesis

被引:39
作者
Chandgude, Ajay L. [1 ]
Domling, Alexander [1 ]
机构
[1] Univ Groningen, Dept Drug Design, Antonius Deusinglaan 1, NL-9713 AV Groningen, Netherlands
基金
美国国家卫生研究院;
关键词
Multicomponent reactions; Microwave chemistry; Azides; Fused-ring systems; Nitrogen heterocycles; CARBOXYLIC-ACID ISOSTERES; SODIUM AZIDE SYSTEM; CHEMISTRY; DERIVATIVES; INHIBITION; DISCOVERY; ROUTES; AMIDE; MILD;
D O I
10.1002/ejoc.201600317
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A microwave-accelerated, simple, and efficient method for the construction of the 1,5-tetrazole scaffold was developed. It comprises a multicomponent reaction of an amine, a carboxylic acid derivative, and an azide source. On the basis of the availability of the archetypical starting materials, this method provided very versatile synthetic access to 1,5-disubstituted tetrazoles. The usefulness of this method was demonstrated in the synthesis of biologically important fused tetrazole scaffolds and the marketed drug cilostazol.
引用
收藏
页码:2383 / 2387
页数:5
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