Chemoselective synthesis of substituted pyrazoles through AgOTf-catalyzed cascade propargylic substitution-cyclization-aromatization

被引：36

作者：

Xu, Su-Xia ^{[1
]}

Hao, Lu ^{[1
]}

Wang, Tao ^{[1
]}

Ding, Zong-Cang ^{[1
]}

Zhan, Zhuang-Ping ^{[1
]}

机构：

[1] Xiamen Univ, Dept Chem, Coll Chem & Chem Engn, Xiamen 361005, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2013年 / 11卷 / 02期

基金：

中国国家自然科学基金;

关键词：

NUCLEOPHILIC-SUBSTITUTION; TRIFLIC ACID; ALCOHOLS; HETEROCYCLES; DERIVATIVES; REAGENT; ALKYNES; ETHERS;

D O I：

10.1039/c2ob27016a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A cascade AgOTf-catalyzed chemoselective approach to 3,5/1,3-disubstitued pyrazoles from propargylic alcohols and para-tolylsulfonohydrazide has been developed. Good chemoselectivity is observed depending on the different substituents in the alkyne moiety of the propargylic alcohols, generating two different kinds of products through different aromatization mechanisms. The pyrazolo[5,1-a]isoquinoline skeleton can also be effectively constructed by this method through a cascade bicyclization process.

引用

页码：294 / 298

页数：5

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