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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Research Article

Swift and Green Protocol for One-pot Synthesis of Pyrano[2,3- c]pyrazole-3-carboxylates With RuCaHAp as Catalyst

Author(s): Surya N. Maddila, Suresh Maddila, Werner E. van Zyl and Sreekantha B. Jonnalagadda

Volume 20, Issue 20, 2016

Page: [2125 - 2133] Pages: 9

DOI: 10.2174/1385272820666160530104140

Price: $65

Abstract

An efficient, atom-economical, four-component one-pot reaction method was developed for pyrano[2,3-c]pyrazole-3-carboxylates using dimethylacetylenedicarboxylate, hydrazine hydrate, malononitrile and aromatic aldehydes, using a RuCaHAp catalyst. Ten new substituted pyrano[2,3-c]pyrazole-3-carboxylate derivatives (5a-k) were synthesized in good to excellent yields (88 to 97%), at room temperature with short reaction times ( 30 min) using the green solvent aqueous ethanol. RuCaHAp was prepared and characterized by various techniques including SEM, TEM, P-XRD and BET spectroscopy. The proposed heterogeneous catalyst that can be easily synthesized, is inexpensive and stable with good reusability (at least 6 times) showing marginal loss of activity. The suggested environmentally benign protocol offers high yields, clean reaction profiles, operational simplicity and no need for chromatographic separations.

Keywords: Green protocol, multicomponent reaction, heterogeneous catalyst, Ru hydroxyapatite, pyrano[2, 3-c]pyrazoles, recyclable.

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