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Ultrasound-Assisted β-Cyclodextrin Catalyzed One-Pot Cascade Synthesis of Pyrazolopyranopyrimidines in Water

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Abstract

Ultrasound-assisted, mild and highly efficient route for the one-pot multicomponent reaction of ethyl acetoacetate, hydrazine hydrate, aromatic aldehydes and barbituric acid has been developed for the construction of bioactive heterocyclic moieties in a single molecular framework. The synthesis of tri-heterocyclic fused pyrazolopyranopyrimidines promoted by β-Cyclodextrin as a biomimetic catalyst and water as an eco-friendly reaction medium. This environmentally beningn protocol offers selective synthesis of pyrazolopyranopyrimidine derivatives without any side product with excellent yield in shorter duration. The reusability and recyclability of catalyst is carried out in simple way. Also, this method provides various advantages such as metal free synthesis, cost-effective catalyst, no column chromatography and offers easy isolation of products with gram scale synthesis.

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Acknowledgements

One of the authors SVA is very much grateful to the Council of Scientific and Industrial Research (CSIR), New Delhi for the award of a research fellowship. Authors are also thankful to the Head, Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad for providing laboratory facility.

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  1. Department of Chemistry, Dr. Babasaheb Ambedkar, Marathwada University, Aurangabad, 431 004, India

    Satish V. Akolkar, Narendra D. Kharat, Amol A. Nagargoje, Dnyaneshwar D. Subhedar & Bapurao B. Shingate

  2. Department of Chemistry, Institute of Chemical Technology, Matunga, Mumbai, 400 019, India

    Dnyaneshwar D. Subhedar

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  1. Satish V. Akolkar
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  2. Narendra D. Kharat
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  3. Amol A. Nagargoje
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Akolkar, S.V., Kharat, N.D., Nagargoje, A.A. et al. Ultrasound-Assisted β-Cyclodextrin Catalyzed One-Pot Cascade Synthesis of Pyrazolopyranopyrimidines in Water. Catal Lett 150, 450–460 (2020). https://doi.org/10.1007/s10562-019-02968-4

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