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Synthesis of 6-Amino-2,4-dihydropyrano[2,3-c]pyrazol-5-carbonitriles Catalyzed by Silica-Supported Tetramethylguanidine Under Solvent-Free Conditions

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Version 4 2014-09-11, 19:11
Version 3 2014-09-11, 19:11
Version 2 2014-07-31, 17:34
Version 1 2014-09-11, 19:11
journal contribution
posted on 2014-09-11, 19:11 authored by Amol B. Atar, Jong Tae Kim, Kwon Taek Lim, Yeon Tae Jeong

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.

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