L-Proline-catalyzed three-component domino reactions for the synthesis of highly functionalized pyrazolo[3,4-b]pyridines

被引：44
|
作者：
Gunasekaran, Pethaiah [1 ]
Prasanna, Pitchaimani [1 ]
Perumal, Subbu [1 ]
机构：
[1] Madurai Kamaraj Univ, Sch Chem, Dept Organ Chem, Madurai 625021, Tamil Nadu, India
来源：
TETRAHEDRON LETTERS | 2014年 / 55卷 / 02期
关键词：
Three-component; domino reactions 3-Methyl-1-aryl-1H-pyrazol-5-amines; N-methyl-1-(methylthio)-2-nitroprop-1-en-1-amine; Pyrazolo[3,4-b]pyridines; L-Proline; DIVERSITY-ORIENTED SYNTHESIS; ONE-POT SYNTHESIS; SOLVENT-FREE; REGIOSELECTIVE SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; MULTICOMPONENT REACTIONS; BIOLOGICAL EVALUATION; BIGINELLI REACTION; CASCADE REACTIONS; CHEMISTRY;
D O I：
10.1016/j.tetlet.2013.11.016
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of novel N,3-dimethyl-5-nitro-1-aryl-1H-pyrazolo[3,4-b]pyridin-6-amines was obtained in good yields from the domino reactions of N-methyl-1-(methylthio)-2-nitroprop-1-en-1-amine, aromatic aldehydes, and 3-methyl-1-aryl-1H-pyrazol-5-amines in ethanol in the presence of green catalyst, L-proline. This transformation involves the formation of two C-C and one C-N bonds leading to the creation of a six-membered ring in a one-pot operation. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：329 / 332
页数：4
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