Pyrano[2,3-c]pyrazoles are 6/5 fused heterocyclic framework in which a pyran scaffold is fused with pyrazole moiety. Pyrano[2,3-c]pyrazole derivatives have reported as anticancer, antimicrobial, anti-inflammatory, as well as excellent inhibitor for human ChK1 kinase. These compounds also find application as other pharmaceutical ingredients and biodegradable agrochemicals. Based on the multifaceted properties of pyrano[2,3-c]pyrazole derivatives, considerable attention has been focused on the development of new methodologies for the synthesis of this medicinally privileged pharmacophore. Ultrasound-assisted, organocatalyzed greener method has been developed to synthesize diversely substituted pyrano[2,3-c]pyrazole derivatives. A series of solvents and green organic bases were screened to optimize the solvent and catalyst for the procedure. Hünig's base (N,N-Diisopropylethylamine, or DIPEA) was identified as the best catalyst and ethyl acetate as the best solvent to produce the highest yield of the product. Following this newly developed one-pot, four-component methodology, a series of pyranopyrazoles have been synthesized with a variety of substituents. Some of these molecules may find application in future drug discovery research.

Ultrasound-assisted expeditious green synthesis of pyrano[2,3-c]pyrazoles

256th National Meeting (2018)

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