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Simple one-pot synthesis of 5-(chloromethyl)isoxazoles from aldoximes and 2,3-dichloro-1-propene

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Chemistry of Heterocyclic Compounds Aims and scope

A one-pot synthesis of 3-substituted 5-chloromethylisoxazoles from available starting aldoximes and 2,3-dichloro-1-propene, serving both as a solvent and reagent, is proposed. Excess 2,3-dichloro-1-propene is recovered after the reaction. The synthesis is effective for oximes of both aromatic and aliphatic aldehydes.

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Spectral and analytical data were obtained using the equipment of the Baikal Analytical Center for Collective Use of Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences.

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Authors and Affiliations

  1. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St., Irkutsk, 664033, Russia

    Evgeniy V. Kondrashov & Nina S. Shatokhina

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  1. Evgeniy V. Kondrashov
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  2. Nina S. Shatokhina
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Correspondence to Evgeniy V. Kondrashov.

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Supplementary information file containing IR, 1H and 13C NMR spectra of the synthesized compounds is available at the journal website at http://link.springer.com/journal/10593.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(12), 1228–1232

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Kondrashov, E.V., Shatokhina, N.S. Simple one-pot synthesis of 5-(chloromethyl)isoxazoles from aldoximes and 2,3-dichloro-1-propene. Chem Heterocycl Comp 55, 1228–1232 (2019). https://doi.org/10.1007/s10593-019-02606-2

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