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.

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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
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article

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

Yasser Fakri Mustafa, Ahmed Hussein Zwamel, Vikrant Abbot, Harikumar Pallathadka et al.
3 citations
Scientific Reports
Multicomponent Synthesis of Heterocycles
0.75
article

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

Yasser Fakri Mustafa, Ahmed Hussein Zwamel, Vikrant Abbot, Harikumar Pallathadka, Dilsora Abduvalieva, Usama S. Altimari, Abeer mhussan jabbar, Mamata Chahar, Riyadh Abdulkareem, Chou-Yi Hsu
article en
3 citations

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, <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.

Scientific ReportsVol. 14(1)
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)
Openalex Percentile: Top 31%
Multicomponent Synthesis of Heterocycles
0.75
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