Construction of Multifunctionalized Azopyrazoles by Silver-Catalyzed Cascade Reaction of Diazo Compounds

被引：31

作者：

Pandit, Rameshwar Prasad ^{[1
]}

Lee, Yong Rok ^{[1
]}

机构：

[1] Yeungnam Univ, Sch Chem Engn, Kyongsan 712749, South Korea

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2015年 / 357卷 / 12期

基金：

新加坡国家研究基金会;

关键词：

activation; coupling; ethers; multifunctionalized azopyrazoles; palladium; radicals; H INSERTION REACTIONS; ONE-POT SYNTHESIS; RHODIUM(II)-CATALYZED REACTIONS; DIAZODICARBONYL COMPOUNDS; EFFICIENT SYNTHESIS; REGIOSELECTIVE SYNTHESIS; PYRAZOLE; DERIVATIVES; CYCLOADDITION; FUNCTIONALIZATION;

D O I：

10.1002/adsc.201500197

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A variety of multisubstituted azopyrazoles were synthesized in good yield from an efficient one-pot silver trifluoromethanesulfonate (AgOTf)-catalyzed cascade reaction of alpha-diazo-beta-keto esters with two arylhydrazines or two arylhydrazine hydrochlorides. This cascade reaction included pyrazolone formation, N-H insertion, and oxidation. For the synthesis of more diverse azopyrazoles bearing two different aromatic rings, the silver(I)-catalyzed cascade reaction of 4-diazopyrazol-3-one with arylhydrazine hydrochlorides was also developed. The advantages of these methodologies are easy handling, mild reaction conditions, and an effective and non-toxic catalyst usage.

引用

页码：2657 / 2664

页数：8

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