Synthesis of 2H-Indazoles via Tandem Palladium-Catalyzed Deacylative Cross-Coupling and Denitrogenative Cyclization of 2-Iodoazoarenes and 2-Iodoaryltriazenes with Acyldiazoacetates in One-Pot

被引：34
|
作者：
Yong, Woo-Soon [1 ]
Park, Sangjune [1 ]
Yun, Hyunsik [1 ]
Lee, Phil Ho [1 ]
机构：
[1] Kangwon Natl Univ, Dept Chem, Natl Creat Res Initiat, Ctr Catalyt Organ React, Chunchon 24341, South Korea
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2016年 / 358卷 / 12期
基金：
新加坡国家研究基金会;
关键词：
diazoacetates; 2H-indazoles; 2-iodoazoarenes; palladium catalysis; tandem reactions; N BOND FORMATION; C-H FUNCTIONALIZATION; SULFONYL AZIDES; 1,3-DIPOLAR CYCLOADDITION; DIAZO-COMPOUNDS; AZOBENZENES; HYDROAMINATIONS; 1H-INDAZOLES; EFFICIENT; ALKYNES;
D O I：
10.1002/adsc.201600351
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A synthetic method to prepare a wide range of 2H-indazoles was developed via a tandem palladium-catalyzed deacylative cross-coupling reaction of 2-iodoazoarenes and 2-iodoaryltriazenes with acyldiazoacetates and denitrogenative cyclization reaction of in situ generated diazoacetates having azoaryl and triazenylaryl moieties in one-pot. Additionally, azoaryl-substituted diazoacetates underwent palladium-catalyzed denitrogenative cyclization to produce 2H-indazoles. The present reaction is a good example in which a Pd(0)-catalyst is involved in two catalytic cycles in one-pot.
引用
收藏
页码：1958 / 1967
页数：10
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