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A facile and green procedure in preparing dibenzo-chromeno-phenazine-diones using an effectual and recyclable Brønsted acidic ionic liquid

Chou-Yi HsuThunderbird School of Global Management, Arizona State University Tempe Campus, Phoenix, AZ, 85004, USARiyadh AbdulkareemChemical, Biological and Radiological Safety Security Section, University of Anbar, Al-Anbar, Iraq. [email protected]Harikumar PallathadkaManipur International University, Imphal, Manipur, India. [email protected]Vikrant AbbotMamata ChaharDepartment of Chemistry, NIMS University, Jaipur, IndiaDilsora AbduvalievaDepartment of Mathematics and Information Technologies, Tashkent State Pedagogical University, Bunyodkor avenue, 27, Tashkent, 100070, UzbekistanYasser Fakri MustafaDepartment of Pharmaceutical Chemistry, College of Pharmacy, University of Mosul, Mosul, 41001, IraqUsama S. AltimariDepartment of Medical Laboratories Technology, AL-Nisour University College, Baghdad, IraqAbeer mhussan jabbarCollege of Pharmacy, National University of Science and Technology, Dhi Qar, IraqAhmed Hussein ZwamelMedical Laboratory Technique College, The Islamic University of Al Diwaniyah, Al Diwaniyah, Iraq
Scientific Reportsjournal2024en
ABI

Аннотация

Abstract First, a Brønsted acid ionic liquid (BAIL) in the role of a double acid-base called 1,3-n-propyl-bipyridinium bisulfonic acid-ditrifluoroacetate (PBPBSDT) was produced, and its skeleton was determined via TGA, mass, 13 C NMR, 19 F NMR, 1 H NMR and FT-IR data. Further, it was successfully applied in the preparation of dibenzo-chromeno-phenazine-dione derivatives ( 1a - 12a , 9–15 min, 90–98%) via one-pot multicomponent domino reaction among 2 mmol 2-hydroxynaphthalene-1,4-dione, 1 mmol benzene-1,2-diamine, and 1 mmol aldehydes under optimal conditions (5 mol% of PBPBSDT, solvent-free, 60 °C). The proper reproducibility of the PBPBSDT homogeneous catalyst (5 times), solvent-free medium, reasonable TON (Turnover Number) and TOF (Turnover Frequency) numbers, the non-metallic framework of the catalyst, and the formation of C-N, C = N, C-C, C = C, C-O bonds in a single operation are the distinct advantages of this protocol.

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