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Chemoselective synthesis of 4-[(alkylsulfinyl)methyl]-3,5-dimethylisoxazoles facilitated by 1,1-di(hydroperoxy)cyclohexane

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Abstract

Oxidation of 4-[(alkylsulfanyl)methyl]-3,5-dimethylisoxazoles with 1,1-di(hydroperoxy)-cyclohexane in benzene or ethanol under mild conditions gave the corresponding 4-[(alkyl-sulfinyl)methyl]-3,5-dimethylisoxazoles in up to 99% yields.

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Acknowledgment

The authors are grateful to the Center for Collective Use “Chemistry” at the Ufa Institute of Chemistry at the Ufa Federal Research Centre of the Russian Academy of Sciences for the opportunities to carry out the elemental analysis and to record IR, NMR, and mass spectra for their compounds.

Funding

This work was carried out within the framework of State Assignment (Topic Nos 122031400274-4 and № 122031400201-0).

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Authors and Affiliations

  1. Ufa Institute of Chemistry at Ufa Federal Research Centre, Russian Academy of Sciences, 71 prosp. Oktyabrya, 450054, Ufa, Russian Federation

    L. A. Baeva, S. A. Grabovskiy, L. F. Biktasheva & R. L. Safiullin

Authors
  1. L. A. Baeva
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  2. S. A. Grabovskiy
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  3. L. F. Biktasheva
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  4. R. L. Safiullin
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Corresponding author

Correspondence to L. A. Baeva.

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The authors declare no competing interests.

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Dedicated to the memory of Academician of the Russian Academy of Sciences G. A. Tolstikov (1933–2013).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 10, pp. 2399–2403, October, 2023.

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Baeva, L.A., Grabovskiy, S.A., Biktasheva, L.F. et al. Chemoselective synthesis of 4-[(alkylsulfinyl)methyl]-3,5-dimethylisoxazoles facilitated by 1,1-di(hydroperoxy)cyclohexane. Russ Chem Bull 72, 2399–2403 (2023). https://doi.org/10.1007/s11172-023-4039-z

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  • DOI: https://doi.org/10.1007/s11172-023-4039-z

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