Catalytic potential of fluorescein under visible light irradiation: Enabling single-pot open flask synthesis of novel pyrazolyl methanesulfonamides

• A visible-light-mediated five-component reaction synthesizes novel pyrazolyl methanesulfonamides. • Fluorescein serves as an efficient, bio-friendly catalyst in ethanol under mild conditions. • Optimized protocol delivers up to 95 % yield in 30 min with simplified handling. • The reaction demonstrates high reusability of fluorescein, maintaining efficiency for five cycles. • The method offers green, sustainable, and scalable synthesis for medicinal and material applications. This groundbreaking study introduces a novel and efficient method for synthesizing a range of substituted pyrazolyl methanesulfonamides through a five-component cyclocondensation reaction. This reaction incorporates five different components, such as ethyl acetoacetate, hydrazine, dimedone, benzaldehydes, substituted phenyl acetonitriles, and methyl sulfonyl chloride was made to react under visible light irradiation, with fluorescein serving as an effective catalyst and ethanol as solvent for 30 mintues. This method offers significant advantages, including simplified handling, higher yields of target products with shorter reaction times, and easier purification processes. We successfully synthesized around 15 novel pyrazolyl methanesulfonamide derivatives with high efficiency. Comprehensive spectral characterization confirmed the structural integrity and purity of these derivatives, demonstrating the robustness and versatility of this approach. Facilitated by visible light and utilizing fluorescein as a bio-friendly catalyst, this methodology is both green and sustainable. This innovative approach not only streamlines the synthesis of pyrazolyl methanesulfonamides but also holds considerable promise for advancing research and applications in fields such as medicinal chemistry and materials science.

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Publication Details

Journal
Journal of Organometallic Chemistry
Published
2024-12-11
DOI
https://doi.org/10.1016/j.jorganchem.2024.123476
Primary Topic
Click Chemistry and Applications
Type
article
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article

Catalytic potential of fluorescein under visible light irradiation: Enabling single-pot open flask synthesis of novel pyrazolyl methanesulfonamides

Sumaiya Tabassum, Sankar Ganesh Ramaraj, Santhosh Govindaraju, Sony J. Chundattu et al.
Journal of Organometallic Chemistry
Click Chemistry and Applications
article

Catalytic potential of fluorescein under visible light irradiation: Enabling single-pot open flask synthesis of novel pyrazolyl methanesulfonamides

Sumaiya Tabassum, Sankar Ganesh Ramaraj, Santhosh Govindaraju, Sony J. Chundattu, Lokesh Kumar S
article en

Abstract

• A visible-light-mediated five-component reaction synthesizes novel pyrazolyl methanesulfonamides. • Fluorescein serves as an efficient, bio-friendly catalyst in ethanol under mild conditions. • Optimized protocol delivers up to 95 % yield in 30 min with simplified handling. • The reaction demonstrates high reusability of fluorescein, maintaining efficiency for five cycles. • The method offers green, sustainable, and scalable synthesis for medicinal and material applications. This groundbreaking study introduces a novel and efficient method for synthesizing a range of substituted pyrazolyl methanesulfonamides through a five-component cyclocondensation reaction. This reaction incorporates five different components, such as ethyl acetoacetate, hydrazine, dimedone, benzaldehydes, substituted phenyl acetonitriles, and methyl sulfonyl chloride was made to react under visible light irradiation, with fluorescein serving as an effective catalyst and ethanol as solvent for 30 mintues. This method offers significant advantages, including simplified handling, higher yields of target products with shorter reaction times, and easier purification processes. We successfully synthesized around 15 novel pyrazolyl methanesulfonamide derivatives with high efficiency. Comprehensive spectral characterization confirmed the structural integrity and purity of these derivatives, demonstrating the robustness and versatility of this approach. Facilitated by visible light and utilizing fluorescein as a bio-friendly catalyst, this methodology is both green and sustainable. This innovative approach not only streamlines the synthesis of pyrazolyl methanesulfonamides but also holds considerable promise for advancing research and applications in fields such as medicinal chemistry and materials science.

Journal of Organometallic ChemistryVol. 1025
Christ University (IN), The University of Tokyo (JP), Saveetha University (IN), Universidad Nacional Autónoma de México (MX)
Openalex Percentile: Top 83%
Click Chemistry and Applications
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