SYNTHESIS OF 6-AMINO-2,4-DIHYDROPYRANO[2,3-c]PYRAZOL-5-CARBONITRILES CATALYZED BY SILICA-SUPPORTED TETRAMETHYLGUANIDINE UNDER SOLVENT-FREE CONDITIONS

被引:42
|
作者
Atar, Amol B. [1 ]
Kim, Jong Tae [1 ]
Lim, Kwon Taek [1 ]
Jeong, Yeon Tae [1 ]
机构
[1] Pukyong Natl Univ, Dept Image Sci & Engn, Pusan 608737, South Korea
关键词
Four-component reaction; heterogeneous catalyst; pyrano[2; 3-c]pyrazole; silica-supported tetramethylguanidine; ONE-POT SYNTHESIS; MULTICOMPONENT SYNTHESIS; HIGHLY EFFICIENT; RAPID SYNTHESIS; PYRANOPYRAZOLES; 4-COMPONENT; DERIVATIVES; CONDENSATION; GEL;
D O I
10.1080/00397911.2014.913634
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient, high-yielding, and rapid protocol has been developed for the synthesis of diversity-oriented 6-amino-2,4-dihydropyrano[2,3-c]pyrazol-5-carbonitriles derivatives via a four-component, one-pot cyclocondensation reaction of ethyl acetoacetate, hydrazine hydrate, aldehydes, and malononitrile using silica-supported tetramethylguanidine as a heterogeneous catalyst for the first time. The protocol proves to be efficient and environmentally benign in terms of very easy workup, good yields, and ease of recovery of catalyst. In addition, the present method is superior in terms of green media, the amount of catalyst, and reaction time.
引用
收藏
页码:2679 / 2691
页数:13
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