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Synthesis of a new series of benzo[d]imidazo[2,1-b]thiazole-1-ium hydroxides by a one-pot, three-component reaction in water

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Abstract

Herein, we report the green synthesis of a new series of benzo[d]imidazo[2,1-b]thiazole-1-ium hydroxide derivatives by a one-pot, three-component reaction of arylglyoxals, quinoline-2,4-diol, and 2-aminobenzothiazole in the presence of TEA/AcOH (1:2) as a catalyst at 50 °C in water, which appears as a green solvent. The structures of all 12 examples were confirmed by 1H NMR, 13C NMR, mass spectral data, and FT-IR. This procedure provides mild reaction conditions, using green solvent, high yields, easy work-up and simple isolation of structurally divers tricyclic benzo[d]imidazo[2,1-b]thiazole derivatives which may have biological and pharmaceutical activities.

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Acknowledgements

The authors gratefully acknowledge the financial assistance from Urmia University.

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Authors and Affiliations

  1. Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia, 5756151818, Iran

    Nasser Etivand, Mehdi Ahmadi Sabegh & Jabbar Khalafy

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  1. Nasser Etivand
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  2. Mehdi Ahmadi Sabegh
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  3. Jabbar Khalafy
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Correspondence to Jabbar Khalafy.

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Etivand, N., Ahmadi Sabegh, M. & Khalafy, J. Synthesis of a new series of benzo[d]imidazo[2,1-b]thiazole-1-ium hydroxides by a one-pot, three-component reaction in water. Monatsh Chem 150, 317–325 (2019). https://doi.org/10.1007/s00706-018-2315-7

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