New multicomponent reactions in water: a facile synthesis of 1,3-dioxo-2-indanilidene-heterocyclic scaffolds and indenoquinoxalines through reaction of ninhydrin-malononitrile adduct with diverse N-binucleophiles
Abstract:A one-pot three-component synthesis of indenoquinoxalines and various exocyclic enaminones, imidazolidin-2-ylidene-indenedione, pyrimidine-2-ylidene-indenedione, in water.
“…27 Additionally, a series of water-based organic reactions accelerated by microwave [28][29][30] or ultrasound irradiation 31 occurred within minute scale times instead of days. Combination of the water-based organic synthesis 32 with the multi-component reactions 33,34 provided water-based MCRs 35 as a highlight division of green chemistry to produce the complex bioorganic molecules. Typically, water-based MCRs have developed as recent post-methods for the synthesis of various heterocyclic compounds.…”
Hydroxy-cyanopyridines are easily synthesized via an advanced version of the Guareschi–Thorpe reaction by three-component condensation of alkyl cyanoacetate or cyanoacetamide with 1,3-dicarbonyls and ammonium carbonate in aqueous medium.
“…27 Additionally, a series of water-based organic reactions accelerated by microwave [28][29][30] or ultrasound irradiation 31 occurred within minute scale times instead of days. Combination of the water-based organic synthesis 32 with the multi-component reactions 33,34 provided water-based MCRs 35 as a highlight division of green chemistry to produce the complex bioorganic molecules. Typically, water-based MCRs have developed as recent post-methods for the synthesis of various heterocyclic compounds.…”
Hydroxy-cyanopyridines are easily synthesized via an advanced version of the Guareschi–Thorpe reaction by three-component condensation of alkyl cyanoacetate or cyanoacetamide with 1,3-dicarbonyls and ammonium carbonate in aqueous medium.
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