Metal-free and highly regioselective synthesis of N-heteroaryl substituted pyrazoles from α,β-unsaturated N-tosylhydrazones and heteroaryl chlorides

被引：11

作者：

Zeng, Lin ^{[1
]}

Guo, Xiao-Qiang ^{[2
]}

Yang, Zai-Jun ^{[1
]}

Gan, Ya ^{[2
]}

Chen, Lian-Mei ^{[2
]}

Kang, Tai-Ran ^{[1
,2
]}

机构：

[1] China West Normal Univ, Coll Chem & Chem Engn, Collaborat Innovat Ctr Tissue Repair Mat Sichuan, Nanchong City 637002, Sichuan, Peoples R China

[2] Chengdu Univ, Coll Pharm & Biol Engn, Chengdu 610106, Sichuan, Peoples R China

来源：

TETRAHEDRON LETTERS | 2019年 / 60卷 / 33期

基金：

中国国家自然科学基金;

关键词：

N-Tosylhydrazones; Heteroaryl chlorides; N-Heteroaryl substituted pyrazoles; Transition-metal-free; ONE-POT SYNTHESIS; BOND FORMATION; ALPHA; BETA-ALKYNIC HYDRAZONES; TETRASUBSTITUTED PYRAZOLES; SIGMATROPIC REARRANGEMENT; ALKENYLBORONIC ACIDS; EFFICIENT SYNTHESIS; ARYLATION; NITROGEN; ALKYNES;

D O I：

10.1016/j.tetlet.2019.07.034

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A cascade cyclization/nucleophilic aromatic substitution (SNAr) reaction of alpha,beta-unsaturated N-tosylhydrazones with N-heteroaryl chlorides was developed for the synthesis of N-heteroaryl pyrazole derivatives. This one-pot reaction provided bi(heteroaryl) derivatives in good to excellent yields and with excellent regioselectivity. The procedure is operationally simple and applicable to large-scale synthesis. (C) 2019 Published by Elsevier Ltd.

引用

页数：5

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