Environmentally friendly domino multicomponent strategy for the synthesis of pyrroloquinolinone hybrid heterocycles

Mani, Suresh; Ravikumar, Raju; Raghunathan, R.; Arumugam, Natarajan; Almansour, Abdulrahman I.; Kumar, Raju Suresh; Perumal, Karthikeyan

doi:10.1039/d2ra02851d

Cited by 3 publications

(1 citation statement)

References 40 publications

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“…15 "Today, the efficiency of a chemical synthesis may be judged not only by selectivity and total yield 16 , but also by its raw material, time, human resources 17 , and energy needs, as well as the toxicity and dangers of the chemicals and the procedures involved." 18 The problematic issue of creating a modest, environmentally friendly 19 , and cost-effective reaction technique for medicinal chemistry 20 is a important field of both academic and pharmaceutical research. 21 Developing MCR processes in aqueous medium is an active field of study in this direction has several benefits, including the absence of carcinogenic effects, 22 decreased pollution, lesser cost, and ease of processing, which are beneficial to both the industry and the environment.…”

Section: Introductionmentioning

confidence: 99%

Ultrasound-Assisted Synthesis and Characterization of 5-Carbonitrile-Functionalized tetrahydropyrimidine Derivatives with Evaluation of Their Antimicrobial Activity

Suthar,

Kumbhani,

Bhatt

et al. 2024

Orient. J. Chem

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The green synthesis approach employs ultrasound waves as an effective and environmentally friendly strategy to catalyze chemical reactions. Within this framework, carbonitrile-bearing tetrahydropyrimidine derivatives were successfully synthesized. This involved the reaction of malononitrile, urea or thiourea, and variously substituted aldehydes in the presence of morpholine as a catalyst, conducted in aqueous conditions under ultrasonic irradiation. Notably, this method resulted in elevated reaction yields and significantly reduced reaction times when compared to conventional approaches. The synthesized compounds underwent comprehensive characterization using various spectroscopic techniques, including UV-Vis, 1H NMR, 13C NMR, and mass spectrometry. This innovative process aligns with the principles of green chemistry, emphasizing efficiency, sustainability, and the reduction of environmental impact in chemical synthesis.

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Section: Introductionmentioning

confidence: 99%

Ultrasound-Assisted Synthesis and Characterization of 5-Carbonitrile-Functionalized tetrahydropyrimidine Derivatives with Evaluation of Their Antimicrobial Activity

Suthar,

Kumbhani,

Bhatt

et al. 2024

Orient. J. Chem

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Six-membered ring systems: pyridines and benzo derivatives

Badenock

2023

Progress in Heterocyclic Chemistry

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A one-pot, multicomponent tandem synthesis of fused polycyclic pyrrolo[3,2-c]quinolinone/pyrrolizino[2,3-c]quinolinone hybrid heterocycles via environmentally benign solid state melt reaction

Mani

Ravikumar

Arumugam

et al. 2023

Green Processing and Synthesis

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Structurally diverse fused polycyclic pyrrolo[3,2-c]quinolinone/pyrrolizino[2,3-c]quinolinone hybrids were synthesized to get excellent yields via a tandem multi-component reaction sequence employing an environmentally benign solid state melt reaction involving [3+2]-cycloaddition process followed by two consecutive annulation steps. Baylis–Hillman products, used as dipolarophiles, were synthesized from various substituted aryl/heteroaryl aldehydes in the presence of DABCO and methyl acrylate, while the 1,3-dipole component was derived in situ from indoline-2,3-dione and acyclic/cyclic amino acid viz N-methylgylcine/l-proline. The structure of the unusual tandem products was unambiguously assigned by spectroscopic and XRD analysis. The products arose through the formation of three new rings, five new bonds, and three adjoining stereocenters with complete diastereomeric control.

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Environmentally friendly domino multicomponent strategy for the synthesis of pyrroloquinolinone hybrid heterocycles

Abstract: An efficient and elegant assembly of pyrene/aryl fused pyrrolo[2,3-b]quinolinone and pyrrolizino[3,2-b]quinolinone hybrid heterocycles was achieved via a domino multicomponent reaction strategy using a solid state melt reaction (SSMR) condition.

Cited by 3 publications

References 40 publications

Ultrasound-Assisted Synthesis and Characterization of 5-Carbonitrile-Functionalized tetrahydropyrimidine Derivatives with Evaluation of Their Antimicrobial Activity

Ultrasound-Assisted Synthesis and Characterization of 5-Carbonitrile-Functionalized tetrahydropyrimidine Derivatives with Evaluation of Their Antimicrobial Activity

Six-membered ring systems: pyridines and benzo derivatives

A one-pot, multicomponent tandem synthesis of fused polycyclic pyrrolo[3,2-c]quinolinone/pyrrolizino[2,3-c]quinolinone hybrid heterocycles via environmentally benign solid state melt reaction

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