Abstract
The copper nanoparticles grafted on carbon microsphere is employed for an efficient one-pot three-component synthesis of spirooxoindole derivatives involving isatin, malononitrile and enolizable ketones such as 3-methyl-1-phenyl-2-pyrazolin-5-one, 3-methyl-1-(2-chlorophenyl)-2-pyrazoline 5-one, 4-hydroxy-6-methyl-2-pyrone and 1-methyl-4-hydroxyquinoline-2-one. The cheap starting material, easy separation, high catalytic efficiency and reusability of the catalyst for several times without loss of its efficiency, good yield of products and simple workup are promising features of the reaction in 1:1 (v/v) aqueous-alcoholic medium.
Highlights
Multicomponent reactions (MCRs) involve an effective combination of three or sometimes more reactants simultaneously in a one-pot synthesis and do not require the separation of intermediates
The spirooxoindole moiety is an essential unit of natural products and pharmaceuticals,[7] for example the cytostatic alkaloids Spirotryprostatins A and B
A method for the synthesis of spirooxoindole derivatives in 1:1 aqueous ethanol by a one-pot three-component reaction of isatin, malononitrile and 3-methyl-1-phenyl-2pyrazolin-5-one, 4-hydroxy-6-methyl-2-pyrone or 1-methyl4-hydroxyquinoline-2-one catalysed by copper nanoparticles grafted on carbon microsphere is presented in the present article
Summary
Multicomponent reactions (MCRs) involve an effective combination of three or sometimes more reactants simultaneously in a one-pot synthesis and do not require the separation of intermediates. Heterocycles containing the indole moiety exhibit antifungal and antibacterial activities, and pyrazole ring derivatives are useful in the development of insecticides, fungicides and herbicides.[5,6] The spirooxoindole moiety is an essential unit of natural products and pharmaceuticals,[7] for example the cytostatic alkaloids Spirotryprostatins A and B. Synthesis of various spirooxoindole derivatives involves the one-pot condensation reaction of isatin, activated methylene and a 1,3-dicarbonyl compound.
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