An efficient multicomponent synthesis and in vitro anticancer activity of dihydropyranochromene and chromenopyrimidine-2,5-diones

A series of dihydropyranochromenes and chromenopyrimidine-2,5-diones having chromene scaffold were synthesized via efficient multicomponent protocol in aqueous β-cyclodextrin. The reaction is free of toxic solvents, operating under mild conditions and allows for ease of product isolation, making it more environmentally friendly. All the synthesized compounds biologically evaluated for their potential inhibitory effect on both cervical cancer cell line (HeLa) and human breast adenocarcinoma cell line (MCF-7). Of these compounds, 4d was found to be the most potent inhibitors of HeLa and MCF-7 demonstrating IC₅₀ values of 19?µM and 7?µM. Compounds 4b, 4e and 4f also shown significantly good in vitro anticancer activity against HeLa and MCF-7 cancer cell lines.     

A rapid and green method for expedient multicomponent synthesis of N-substituted decahydroacridine-1,8-diones as potential antimicrobial agents

Research on Chemical Intermediates - An efficient, green, high yielding, and quick method for the synthesis of N-substituted decahydroacridine-1,8-diones was achieved by multicomponent reaction...     

An efficient contemporary multicomponent synthesis for the facile access to coumarin-fused new thiazolyl chromeno[4,3-b]quinolones in aqueous micellar medium

Coumarin-fused polycyclic chromenoquinolone derivatives were synthesized in CTAB/water system with high yields. This protocol is competent, feasible, and sequential one-pot multicomponent path for the building of titled products. In this projected route solvents, catalysts and surfactants are optimized, and the excellent results were achieved by CTAB in water. CTAB/water has efficiently catalyzed the synthesis of new thiazolyl chromenoquinolone heterocycles and avoids the use of hazardous conventional organic solvents. The synthesized compounds were confirmed by IR, mass, ¹H NMR spectral, and elemental analysis. This report represents the first case in which surfactant CTAB has been explored in the synthesis of fused chromenoquinolones in water. A probable reaction mechanism has been established to know the role of CTAB.     

Supramolecular biomimetic catalysis by β-cyclodextrin for the synthesis of new antimicrobial chromeno[4,3-b]quinolin-isonicotinamides in water

Research on Chemical Intermediates - Herein, a fast and convenient protocol for the synthesis of new isoniazid fused chromeno[4,3-b]quinolin was achieved through biomimetic catalysis by...     

Multicomponent reactions and supramolecular catalyst: A perfect synergy for eco-compatible synthesis of pyrido[2,3-d]pyrimidines in water

In this article, we have developed a straightforward, easy and exceedingly competent approach for the synthesis of 5-phenyl-5,6-dihydropyrido[2,3-d]pyrimidine-2,4,7(1H,3H,8H)-triones obtain in superior yields in a sole reaction pace with an air and humidity steady catalyst in water as a green solvent at 100^°C. The present procedure paves the approach for the synthesis of biologically fascinating molecular frameworks and has reward in conditions of little catalyst loading with palpable ambiguous and straightforward-to-do reaction circumstances with easy purification process. The used β-cyclodextrin catalyst was recuperated and repeated several times devoid of noteworthy loss of catalytic activity, which is a crucial parameter of green synthesis.     

β-CD-catalyzed multicomponent domino reaction: synthesis,characterization, in silico molecular docking and biological evaluation of pyrano[2,3-d]-pyrimidinone derivatives

Research on Chemical Intermediates - Simple and green synthetic procedures constitute an important goal in organic synthesis. The combination of multicomponent reactions (MCRs) and unconventional...     

Efficient atom-economic one-pot multicomponent synthesis of benzylpyrazolyl coumarins and novel pyrano[2,3-c]pyrazoles catalysed by 2-aminoethanesulfonic acid (taurine) as a bio-organic catalyst

The present work describes eco-friendly multicomponent protocol for the synthesis in excellent yields of structurally diverse benzylpyrazolyl coumarin 5 (a–s) involving the reaction of 4-hydroxycoumarin, ethyl acetoacetate, hydrazine hydrate/phenyl hydrazine hydrate and aldehydes, also novel pyrano[2,3-c]pyrazole derivatives 8 (a–k) integrated by isonicotinic acid hydrazide from reaction of aldehyde, ethyl acetoacetate, malononitrile with isoniazid, employing water as a reaction medium and 2-aminoethanesulfonic acid (taurine) as the catalyst. This new methodology endowed the advantages such as short reaction time, recovery of catalysts after catalytic reaction and reusing them without losing their activity and alleviate of operation.     

Tromethamine organocatalyzed efficient tandem-multicomponent synthesis of new thiazolyl-4-thiazolidinones in aqueous medium

The catalytic potential of tris(hydroxymethyl)aminomethane (Tromethamine) has been assessed for the one pot three component tandem reaction involving a thiazolylmethoxy phenyl/aromatic carboxaldehyde, substituted amines and thioglycolic acid to form new thiazolyl-4-thiazolidinones and known substituted-4-thiazolidinones. This strategy involves the use of tromethamine as a reusable promoter and water as an eco-friendly reaction medium. The merits of this protocol are high atom economy, mild reaction conditions, good yields of desired products in short reaction times, and reusable reaction medium. The generality and functional tolerance of this convergent and environmentally benign method is demonstrated.