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Visible-light-mediated one-pot efficient synthesis of 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles: a metal-free photochemical approach in aqueous ethanol

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Abstract

A new metal-free approach to construct medicinally valuable 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles under visible light irradiation in aqueous ethanol medium at room temperature has been developed. The present process was performed with 1,2-phenylenediamines, aromatic aldehydes and 2-mercaptoacetic acid utilizing a simple household 22 W compact fluorescent lamp to generate C–S, C–N bonds through radical intermediates. This visible-light-promoted synthesis provides lower cost, operation simplicity and high functional groups tolerating ability with short reaction time and high yield under mild reaction conditions.

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Fig. 1
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Acknowledgements

We gratefully acknowledge the University Grant Commission (UGC), The Council of Scientific and Industrial Research (CSIR) and DST, New Delhi for the financial support through PURSE Scheme. The authors are also grateful to Sophisticated Analytical Instrumentation Facility (SAIF), Punjab University Chandigarh, for providing spectroscopic and analytical data and Head, Department of Chemistry, University of Allahabad, for providing essential basic facilities.

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Authors and Affiliations

  1. Laboratory of Green Synthesis, Department of Chemistry, University of Allahabad, Allahabad, 211002, India

    Mohd Nazeef, Km Neha Shivhare, Saif Ansari & I. R. Siddiqui

  2. Department of Chemistry, Aligarh Muslim University, Aligarh, 202002, India

    Shabir Ali

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Nazeef, M., Shivhare, K.N., Ali, S. et al. Visible-light-mediated one-pot efficient synthesis of 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles: a metal-free photochemical approach in aqueous ethanol. Mol Divers 25, 2479–2486 (2021). https://doi.org/10.1007/s11030-020-10145-8

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