BPBSBDM 作为一种有影响力的布氏酸性离子液体催化剂,在温和条件下制备双(吡唑)甲烷

IF 2.8 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Abdelgadir Alamin Altoum, Farag M. A. Altalbawy, Hamad AlMohamadi, Normurot Fayzullaev, Malathi Hanumanthayya, Suhaib Iqbal, Atreyi Pramanik, Abhinav Kumar, Beneen Husseen, Yasser Fakri Mustafa
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引用次数: 0

摘要

首先,利用傅立叶变换红外光谱(FT-IR)、热重分析(TGA)、13C NMR、1H NMR 和质量数据,高效合成并揭示了 1,4-双(吡啶鎓双磺酸)苯二甲基磺酸盐(BPBSBDM)这一新型布氏酸性离子液体(BAIL)。随后,通过 1 毫摩尔醛(芳基、杂芳基或烷基醛)的一锅多组分耦合多米诺反应(MCDR),研究了其在制备双(吡唑基)甲烷衍生物中的催化活性、或烷基醛)、2 毫摩尔乙酰乙酸乙酯和 2 毫摩尔苯肼/水合肼在最佳条件下(50 °C、无溶剂和 4 摩尔 BPBSBDM)发生的一锅多组分耦合多米诺反应(MCDR),产率高(89-98%),反应时间短(2-7 分钟)。我们的方案具有周转次数(TON:22.25-24.50)和周转频率(TOF:3.17-12.25 min-1)值合理、产物收率高、催化剂非金属性、反应时间短、环保经济、易于回收和重现性好等优点。此外,还首次合成并完全鉴定了 8a、9a 和 10a 三种衍生物。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

BPBSBDM as an influential Brønsted acidic ionic liquid catalyst in preparing bis(pyrazolyl)methanes under mild conditions

BPBSBDM as an influential Brønsted acidic ionic liquid catalyst in preparing bis(pyrazolyl)methanes under mild conditions

At first, 1,4-Bis(pyridinium bi-sulfonic acid)benzene dimethylsulfonate (BPBSBDM), as a new Brønsted acidic ionic liquid (BAIL), is efficiently synthesized and revealed utilizing FT-IR (Fourier-transform infrared spectroscopy), TGA (thermogravimetric analysis), 13C NMR, 1H NMR and Mass data. Subsequently, its catalytic activity was studied in preparing bis(pyrazolyl)methane derivatives through the one-pot multicomponent coupled domino reactions (MCDRs) among 1 mmol aldehydes (aryl, heteroaryl, or alkyl aldehydes), 2 mmol ethyl acetoacetate, and 2 mmol phenylhydrazine/hydrazine hydrate under optimal conditions (50 °C, solvent-free, and 4 mol% of BPBSBDM) in high yields (89–98%), and in short times (2–7 min). Our protocol has the advantages of reasonable turnover number (TON: 22.25 to 24.50) and turnover frequency (TOF: 3.17 to 12.25 min−1) values, high yields of products, non-metallic nature of the catalyst, short reaction times, eco-friendly and economy, easy recyclability and good reproducibility. In addition, three derivatives 8a, 9a and 10a were synthesized and fully identified for the first time.

Graphical Abstract

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来源期刊
CiteScore
5.70
自引率
18.20%
发文量
229
审稿时长
2.6 months
期刊介绍: Research on Chemical Intermediates publishes current research articles and concise dynamic reviews on the properties, structures and reactivities of intermediate species in all the various domains of chemistry. The journal also contains articles in related disciplines such as spectroscopy, molecular biology and biochemistry, atmospheric and environmental sciences, catalysis, photochemistry and photophysics. In addition, special issues dedicated to specific topics in the field are regularly published.
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