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

IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Journal of Organometallic Chemistry Pub Date : 2025-02-01 Epub Date: 2024-12-11 DOI:10.1016/j.jorganchem.2024.123476
Lokesh Kumar S , Sankar Ganesh Ramaraj , Sumaiya Tabassum , Sony J. Chundattu , Santhosh Govindaraju
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Abstract

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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荧光素在可见光照射下的催化潜力:使单罐开瓶合成新型吡唑基甲磺酰胺成为可能
这项突破性的研究介绍了一种新颖而有效的方法,通过五组分环缩合反应合成一系列取代吡唑基甲烷磺酰胺。该反应包含五种不同的组分,如乙酰乙酸乙酯、肼、二美酮、苯甲醛、取代苯乙腈和甲基磺酰氯,在可见光照射下,荧光素作为有效催化剂,乙醇作为溶剂,反应30分钟。该方法具有显著的优点,包括简化处理,反应时间短,目标产品收率高,纯化过程更容易。我们成功地合成了15个新型的吡唑基甲磺酰胺衍生物。综合光谱表征证实了这些衍生物的结构完整性和纯度,证明了该方法的鲁棒性和通用性。在可见光的促进下,利用荧光素作为生物友好催化剂,这种方法既绿色又可持续。这种创新的方法不仅简化了吡唑基甲磺酰胺的合成,而且在推进药物化学和材料科学等领域的研究和应用方面也具有相当大的前景。
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来源期刊
Journal of Organometallic Chemistry
Journal of Organometallic Chemistry 化学-无机化学与核化学
CiteScore
4.40
自引率
8.70%
发文量
221
审稿时长
36 days
期刊介绍: The Journal of Organometallic Chemistry targets original papers dealing with theoretical aspects, structural chemistry, synthesis, physical and chemical properties (including reaction mechanisms), and practical applications of organometallic compounds. Organometallic compounds are defined as compounds that contain metal - carbon bonds. The term metal includes all alkali and alkaline earth metals, all transition metals and the lanthanides and actinides in the Periodic Table. Metalloids including the elements in Group 13 and the heavier members of the Groups 14 - 16 are also included. The term chemistry includes syntheses, characterizations and reaction chemistry of all such compounds. Research reports based on use of organometallic complexes in bioorganometallic chemistry, medicine, material sciences, homogeneous catalysis and energy conversion are also welcome. The scope of the journal has been enlarged to encompass important research on organometallic complexes in bioorganometallic chemistry and material sciences, and of heavier main group elements in organometallic chemistry. The journal also publishes review articles, short communications and notes.
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