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Single-Step Regioselective Oxidative Iodination of Tetrahydrocarbazoles using Periodic Acid in Methanol

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Abstract

Methanol was used as a solvent to perform a one-pot direct oxidation of tetrahydrocarbazoles with periodic acid, followed by regioselective iodination. The oxidative iodination products, substituted 3-iodo-1,2,3,4-tetrahydro-9H-carbazol-1-ones, were obtained in 60–82% yields. Initial tetrahydrocarbazole derivatives were prepared from cyclohexanone and substituted phenyl hydrazines.

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ACKNOWLEDGMENTS

All authors are thankful to the University Grand Commission (UGC) and Council of Scientific and Industrial Research (New Delhi, India) for providing facilities in the Organic Chemistry Research Unit.

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Authors and Affiliations

  1. Center for Advance Studies, Department of Chemistry, Savitribai Phule Pune University, Ganeshkhind, 411007, Pune, India

    M. S. Naykode & P. D. Lokhande

  2. Department of Chemistry, Avvaiyar Government College for Women, 609602, Karaikal, Puducherry U.T., India

    M. N. Lokhande

Authors
  1. M. S. Naykode
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  2. M. N. Lokhande
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  3. P. D. Lokhande
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Correspondence to M. N. Lokhande.

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Naykode, M.S., Lokhande, M.N. & Lokhande, P.D. Single-Step Regioselective Oxidative Iodination of Tetrahydrocarbazoles using Periodic Acid in Methanol. Russ J Org Chem 59, 1224–1230 (2023). https://doi.org/10.1134/S107042802307014X

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  • DOI: https://doi.org/10.1134/S107042802307014X

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