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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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.
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.