Metal-Free Cascade [4+1] Cyclization Access to 4-Aryl-NH-1,2,3-triazoles from N-Tosylhydrazones and Sodium Azide

被引：40

作者：

Shu, Wen-Ming ^{[1
]}

Zhang, Xun-Fang ^{[1
]}

Zhang, Xiang-Xiang ^{[1
]}

Li, Min ^{[1
]}

Wang, An-Jing ^{[1
]}

Wu, An-Xin ^{[2
]}

机构：

[1] Yangtze Univ, Coll Chem & Environm Engn, Jingzhou 434023, Peoples R China

[2] Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 22期

基金：

中国国家自然科学基金;

关键词：

ONE-POT SYNTHESIS; ONE-STEP SYNTHESIS; REGIOSELECTIVE SYNTHESIS; MULTICOMPONENT REACTION; AROMATIC-ALDEHYDES; CARBONYL-COMPOUNDS; ALKYNES; NITROALKANES; 4-ARYL-1H-1,2,3-TRIAZOLES; 1H-1,2,3-TRIAZOLES;

D O I：

10.1021/acs.joc.9b02250

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A molecular iodine-mediated coupling cyclization reaction for the synthesis of 4-aryl-NH-1,2,3-triazoles has been developed from N-tosylhydrazones and sodium azide. This metal-free cascade [4 + 1] cyclization reaction could rapidly synthesize valuable compounds via a sequential C-N and N-N bond formation. Mechanistic studies demostrate that the nitrogen atoms of the 1,2,3-triazoles are not entirely from sodium azide.

引用

页码：14919 / 14925

页数：7

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