Ultrasound-Promoted Greener Synthesis of Novel Trifurcate 3-Substituted-chroman-2,4-dione Derivatives and Their Drug-Likeness Evaluation

Abstract

An efficient and convenient approach for one-pot synthesis of 3-substituted chroman-2,4-diones via a three-component reaction of aromatic aldehydes, 4-hydroxy- coumarins and diverse pyrazolone derivatives was described. The combinatorial synthesis for this methodology was achieved by applying ultrasound irradiation in the absence of activator while making use of water as green solvent. Additionally, novel chroman-2,4-dione derivatives attached to an edaravone moiety represent an exploitable source of brand new anticancer agents. In comparison with conventional methods, experimental simplicity, good functional group tolerance, excellent yields, short routine, and atom efficiency are prominent features of this sonocatalyzed procedure.

Coumarins as Potential Antioxidant Agents Complemented with Suggested Mechanisms and Approved by Molecular Modeling Studies

“…Coumarins are indicated to increase central nervous system activity [9,10]. Recently, coumarins have attracted considerable attention for electronic and photonic applications [11,12,13] due to their inherent photochemical characteristics, reasonable stability and solubility in various organic solvents. Many coumarin derivatives have been commercialized as blue-green lasers for fluorescent labels, fluorescent probes [14,15,16] and enzymatic measurements [17].…”

Synthesis and Characterization of Some New 4-Hydroxy-coumarin Derivatives

“…Many coumarin derivatives, especially 4-hydroxycoumarin, show significant anticoagulant action by antagonizing the action of vitamin K. [8,9]. Recently, coumarins have attracted considerable attention for electronic and photonic applications [10,11] due to their inherent photochemical characteristics, reasonable stability and solubility in various organic solvents. Many coumarin derivatives have been commercialized as blue-green lasers for fluorescent labels, fluorescent probes [12,13,14] and enzymatic measurements [15].…”

Use of Ultrasound in the Synthesis of Heterocycles of Medicinal Interest

“…Liang et al [79] proposed an interesting approach for one-pot synthesis of 3-substituted chroman-2,4-diones (82) via a three-component reaction of aromatic aldehydes (79), 4-hydroxycoumarins (80), and various pyrazolone derivatives SCHEME 17 Synthesis of 2-aryl-5-methyl-2,3-dihydro-1H-3-pyrazolones in the presence of CuI NPs. SCHEME 18 Synthesis of 4-[(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)phenyl-methyl]-5-methyl-2-phenyl-1,2-dihydropyrazol-3-ones using ionic liquid as catalyst.…”