Nickel-Catalyzed Tandem Knoevenagel Condensation and Intramolecular Direct Arylation: Synthesis of Pyrazolo[5,1-a]-isoquinoline Derivatives

被引：22

作者：

Dhiman, Shiv ^{[1
]}

Nandwana, Nitesh Kumar ^{[1
]}

Saini, Hitesh Kumar ^{[1
]}

Kumar, Dalip ^{[1
]}

Rangan, Krishnan ^{[2
]}

Robertson, Katherine N. ^{[3
]}

Jha, Mukund ^{[4
]}

Kumar, Anil ^{[1
]}

机构：

[1] BITS Pilani, Dept Chem, Pilani Campus, Pilani 333031, Rajasthan, India

[2] BITS Pilani, Dept Chem, Hyderabad Campus, Secunderabad 500078, Telangana, India

[3] St Marys Univ, Dept Chem, Halifax, NS B3H 3C3, Canada

[4] Nipissing Univ, Dept Biol & Chem, North Bay, ON P1B 8L7, Canada

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 10期

关键词：

Nickel; tandem reaction; Knoevenagel condensation; C-H functionalization; direct arylation; pyrazolo[5,1-a]isoquinoline; CROSS-COUPLING REACTIONS; C-H ACTIVATION; 3-COMPONENT REACTION; ALKYNE; CONCISE; SULFONOHYDRAZIDE; CYCLOADDITION; HETEROCYCLES; FACILE; ROUTE;

D O I：

10.1002/adsc.201701519

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A simple and efficient method for the synthesis of pyrazolo[5,1-a] isoquinoline derivatives has been developed using the nickel-catalyzed reaction of 1-aryl-2-(1H-pyrazol-1-yl) ethan-1-ones and 2-bromo aldehydes. The overall transformation involves tandem Knoevenagel condensation and intramolecular direct arylation via activation of the C5-H bond of the pyrazole ring. A series of 27 drug-like aroyl-substituted pyrazolo[5,1-a] isoquinolines has been synthesized in moderate to good yields.

引用

页码：1973 / 1983

页数：11

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