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B(C6F5)3-catalyzed synthesis of coumarins via Pechmann condensation under solvent-free conditions

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Abstract

Tris(pentafluorophenyl)borane [B(C6F5)3] catalyzed simple, efficient and environmentally benign protocol has been developed for the Pechmann condensation using variety of phenols and β-ketoesters under solvent-free conditions to afford coumarin derivatives. The present protocol displayed significant advantages such as low catalyst loading, short reaction time, mild reaction conditions, low toxicity, easy work-up, high yields, and compatibility with other functional groups. In addition, it is a convenient, clean, and fast alternative approach for synthesizing variety of coumarin derivatives. Moreover, the applicability of this method towards large-scale synthesis demonstrated its suitability for the industrial application.

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Acknowledgements

The authors thank to NIPER, Hyderabad & Inovine Pharma Research Solution, Raipur for the scientific and instrumental support.

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Authors and Affiliations

  1. Department of Medicinal Chemistry, Columbia Institute of Pharmacy, Raipur, Chhattisgarh, 493111, India

    Santosh Kumar Prajapti & S. Prakash Rao

Authors
  1. Santosh Kumar Prajapti
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  2. S. Prakash Rao
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Correspondence to Santosh Kumar Prajapti.

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Prajapti, S.K., Rao, S.P. B(C6F5)3-catalyzed synthesis of coumarins via Pechmann condensation under solvent-free conditions. Monatsh Chem 152, 469–473 (2021). https://doi.org/10.1007/s00706-021-02747-1

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  • DOI: https://doi.org/10.1007/s00706-021-02747-1

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