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Selective O-deallylation of dihydropyrazoles by molecular iodine in the presence of active N-allyl and formyl groups

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Abstract

Selective O-deallylation of dihydropyrazoles has been achieved by use of iodine (10 mol%) in PEG-400 as ecofriendly solvent. Iodine (10 mol%) in dimethyl sulfoxide at 100 °C also afforded O-deallylation with aromatization compatible with highly reactive N-allyl and formyl groups. The function of iodine in the synthesis of substituted pyrazoles under different conditions is described.

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Acknowledgment

VTH thanks CSIR, New Delhi, India, for the award of a Senior Research Fellowship.

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Authors and Affiliations

  1. Center for Advance Studies, Department of Chemistry, University of Pune, Pune, 411 007, India

    Vivek T. Humne, Kamal Hasanzadeh & Pradeep D. Lokhande

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  1. Vivek T. Humne
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  2. Kamal Hasanzadeh
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  3. Pradeep D. Lokhande
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Correspondence to Vivek T. Humne.

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Humne, V.T., Hasanzadeh, K. & Lokhande, P.D. Selective O-deallylation of dihydropyrazoles by molecular iodine in the presence of active N-allyl and formyl groups. Res Chem Intermed 39, 585–595 (2013). https://doi.org/10.1007/s11164-012-0581-2

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