Nickel-catalyzed multicomponent reaction of dinitriles and hydrazine hydrochlorides with boronic acids: access to 1,3-diaryl-1H-pyrazol-5-amines and 4,5-dihydropyridazin-3(2H)-ones

被引：7

作者：

Chen, Lepeng ^{[1
]}

Lv, Ningning ^{[1
]}

Zhen, Qianqian ^{[1
]}

Chen, Zhongyan ^{[1
]}

Ge, Jingyuan ^{[1
]}

Chen, Jiuxi ^{[1
]}

机构：

[1] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2022年 / 9卷 / 07期

基金：

中国国家自然科学基金;

关键词：

C-H ACTIVATION; ARYLBORONIC ACIDS; ARYL KETONES; NITRILES; CARBOPALLADATION; KETONITRILES; CONDENSATION; IMIDAZOLES; PYRAZOLES; PYRROLES;

D O I：

10.1039/d2qo00036a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Developing efficient methods to accommodate azaheterocycles has been a hotspot field in organic synthesis. Herein, we disclose a facile and expeditious avenue to synthesize 1,3-diaryl-1H-pyrazol-5-amines and 4,5-dihydropyridazin-3(2H)-ones via a nickel-catalyzed addition, condensation, and annulation sequence of commercially available dinitriles and boronic acids with hydrazine hydrochlorides. The conversion features a high step economy and good functional group tolerance. The synthetic utility of this methodology is demonstrated by scaled-up reaction and construction of a biologically active triazole biheteroaryl skeleton in a one-pot manner from simple feedstocks.

引用

页码：1955 / 1959

页数：5

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