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Zinc chloride catalyzed multicomponent synthesis of pyrazolopyridocoumarin scaffolds

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Abstract

An efficient synthesis of a series of pyrazolopyridocoumarins is reported by condensation of 4-hydroxycoumarin, benzaldehydes and 1-alkyl-5-amino-pyrazoles in the presence of 10 mol% zinc chloride in ethanol under reflux conditions through one-pot reaction. The significant attraction of this protocol is being a simple procedure, mild reaction condition, and excellent yield. The molecular structure of the compound (4e) is established by single crystal X-ray structure determination.

Graphical abstract

A facile and an efficient protocol for the synthesis of novel pyrazolopyridocoumarins have been developed via a one-pot reaction of 4-hydroxycoumarin, benzaldehydes and 1-alkyl-5-amino-pyrazoles in the presence of zinc chloride in ethanol at reflux temperature. The present approach offers the advantages of simple methodology, high atom-economy, mild conditions, short reaction times, low environmental impact and high yield. The molecular structure of the compound (4e) is established by single crystal X-ray structure determination.

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Acknowledgements

This work was supported by Council of Scientific and Industrial Research (CSIR), New Delhi, INDIA [Grant No. 02(0172)/13/EMR-II Dated: 21.10.2013, 05.05.2014 and 12.05.2016].

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Authors and Affiliations

  1. P. G. Department of Chemistry, Bangalore University, Central College Campus, Bangalore, Karnataka, 560 001, India

    Devadas Shamala & Kalegowda Shivashankar

  2. Department of Studies In Physics, Manasagangotri, University of Mysore, Mysore, Karnataka, 570 006, India

    Chandra & Madegowda Mahendra

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  1. Devadas Shamala
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  2. Kalegowda Shivashankar
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  3. Chandra
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  4. Madegowda Mahendra
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Correspondence to Kalegowda Shivashankar.

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Shamala, D., Shivashankar, K., Chandra et al. Zinc chloride catalyzed multicomponent synthesis of pyrazolopyridocoumarin scaffolds. J Chem Sci 131, 29 (2019). https://doi.org/10.1007/s12039-019-1610-0

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  • DOI: https://doi.org/10.1007/s12039-019-1610-0

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