A facile and green procedure in preparing dibenzo-chromeno-phenazine-diones using an effectual and recyclable Brønsted acidic ionic liquid
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, <sup>13</sup>C NMR, <sup>19</sup>F NMR, <sup>1</sup>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.
Authors
- Yasser Fakri Mustafa (ORCID: https://orcid.org/0000-0002-0926-7428)
- Ahmed Hussein Zwamel (ORCID: https://orcid.org/0000-0001-8031-8083)
- Vikrant Abbot (ORCID: https://orcid.org/0000-0003-3715-3329)
- Harikumar Pallathadka (ORCID: https://orcid.org/0000-0002-0705-9035)
- Dilsora Abduvalieva
- Usama S. Altimari (ORCID: https://orcid.org/0000-0003-2206-5668)
- Abeer mhussan jabbar
- Mamata Chahar
- Riyadh Abdulkareem
- Chou-Yi Hsu (ORCID: https://orcid.org/0009-0000-5290-7198)
Institutions
- University of Mosul (IQ)
- Manipur University (IN)
- University of Babylon (IQ)
- Thi Qar University (IQ)
- University of Anbar (IQ)
- NIMS University (IN)
- Iraqi University (IQ)
- Al-Nisour University College (IQ)
- National Pedagogical University of Uzbekistan named after Nizami (UZ)
- Arizona State University (US)
Publication Details
- Journal
- Scientific Reports
- Published
- 2024-11-05
- DOI
- https://doi.org/10.1038/s41598-024-73257-3
- Citations
- 3
- Primary Topic
- Multicomponent Synthesis of Heterocycles
- Type
- article
- Field-Weighted Citation Impact
- 0.75