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An unprecedented union of multi-component reactions to construct pyrazole- and pyranopyrazole-adorned 4H-chromene from simple reactants in water at ambient temperature is reported. This innovative tactic has integrated two distinct four-component reactions (4CRs) that occur transiently to form four new heterocycles via ten covalent bonds in a single step.

An unprecedented union of multi-component reactions to construct pyrazole- and pyranopyrazole-adorned 4

An oxindole decorated 4H-chromene scaffold has been synthesized in water under catalyst-free reaction conditions at ambient temperature in good yields with moderate to high diastereoselectivities by implementing an ingenious methodology by integrating the guiding principles of Diversity Oriented Synthesis (DOS) and green chemistry.

6-Amino-5-cyano-2-oxo-N-(pyridin-2-yl)-4-(p-tolyl)-2H-[1,2′-bipyridine]-3-carboxamide and 6-amino-5-cyano-4-(4-fluorophenyl)-2-oxo-N-(pyridin-2-yl)-2H-[1,2′-bipyridine]-3-carboxamide were synthesized through three-component reaction between N1,N3-di(pyridin-2-yl)-malonamide, aldehyde and malononitrile in water using triethylamine as a base at room temperature. Synthesized compounds were characterized by using different techniques (FT-IR, NMR and X-ray diffraction). Additionally, the mentioned compounds were investigated by computational chemistry methods. Obtained results were supported with calculated results. Additionally, NLO properties and molecular docking analyses of related compounds were examined in detail. The binding modes of the compounds 4a and 4b were explored with the colchicine binding site of tubulin, from molecular docking studies, remarkable interactions have been observed for 4a and 4b near to the colchicines binding site of tubulin that may contribute to the inhibition of tubulin polymerization and anticancer activity.

The crystal structure of the potential active 2-amino-4-(4-hydroxy-3-methoxyphenyl)-7, 9-dimethyl-5-oxo-4, 5, 6, 7- tetrahydropyrano [2, 3-d] pyrazolo [3, 4-b] pyridine-3-carbonitrile (C21H22N5O6S) has been determined from single crystal X-ray diffraction data. In the title compound crystallizes in the monoclinic space group P-1 with unit cell dimension a=8.1201(9)A, b=12.2684(4)A and c= 12.387(2)A [α=69.573o, β= 12.168o and γ=76.060o]. In the structure the pyrazole, pyridine and pyran are almost coplanar each other. The crystal packing is stabilized by intermolecular C-H...O and NH... O hydrogen bond interaction.

Synthesis of the 2-aza analogues of pyrrolizidine and spirooxindole-2-azapyrrolizidine hybrid, a spiro-tetracyclic scaffold possessing multiple contiguous stereocenters, by an exclusive regio-, chemo-, and diastereoselective multicomponent reaction in water is reported. This logical and didactical tactic has integrated the principles of an ideal organic synthesis, privileged substructure-based diversity-oriented synthesis, and biology-oriented synthesis to access hybrid heterocyclic scaffolds.

An oxindole decorated 4H-chromene scaffold has been synthesized in water under catalyst-free reaction conditions at ambient temperature in good yields with moderate to high diastereoselectivities by implementing an ingenious methodology by integrating the guiding principles of Diversity Oriented Synthesis (DOS) and green chemistry.