Facile Three-Component Synthesis of Macrocyclane-Fused Pyrazolo[3,4-b] pyridine Derivatives

被引：31

作者：

Jiang, Bo ^{[1
]}

Liu, Yin-Ping ^{[1
]}

Tu, Shu-Jiang ^{[1
]}

机构：

[1] Xuzhou Normal Univ, Sch Chem & Chem Engn, Xuzhou 221116, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 16期

基金：

中国国家自然科学基金;

关键词：

Multicomponent reactions; Microwave reactions; Fused ring systems; Nitrogen heterocycles; Ketones; DIELS-ALDER REACTION; ASSISTED MULTICOMPONENT REACTIONS; ONE-POT; REGIOSELECTIVE SYNTHESIS; CYCLOADDITION; INHIBITORS; ACCESS;

D O I：

10.1002/ejoc.201100127

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of new functionalized macrocyclane-fused pyrazolo[ 3,4-b]pyridine derivatives with an aryl group at the 2-position of the pyridine nucleus have been synthesized by microwave-assisted three-component reactions of aldehydes, aminopyrazole and cycloketones in HOAc using 1.0 equiv. of TFA as a promoter. The procedure is facile, avoiding time-consuming and costly syntheses, tedious work-ups and purifications of precursors as well as protection/deprotection of functional groups. This method is very efficient due to short reaction times and easy work-up and provides an efficient and promising synthetic strategy for the construction of the macrocyclane-fused pyrazolo[3,4-b] pyridine skeleton.

引用

页码：3026 / 3035

页数：10

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