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
收藏
页码：3026 / 3035
页数：10
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