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Reactions of phenol and its derivatives with levoglucosenone

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Chemistry of Heterocyclic Compounds Aims and scope

The effect of hydroxy-, methyl-, and benzyloxy substituents in the corresponding phenol derivatives on the result of the Michael addition to levoglucosenone in the presence of AlCl3 or FeCl3 was studied. The reaction of phenols containing hydroxyl and methyl groups in the ortho position with levoglucosenone concludes with spontaneous ketalization of the carbohydrate keto group. The obtained compounds are promising in terms of studying their structure–activity relationship.

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Authors and Affiliations

  1. Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences, 71 Oktyabrya Ave, Ufa, 450054, Russia

    Liliya Kh. Faizullina, Liliya Sh. Karamysheva, Yuliya A. Khalilova, Shamil M. Salikhov & Farid A. Valeev

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  1. Liliya Kh. Faizullina
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  2. Liliya Sh. Karamysheva
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  3. Yuliya A. Khalilova
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  4. Shamil M. Salikhov
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  5. Farid A. Valeev
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Correspondence to Liliya Kh. Faizullina.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2023, 59(4/5), 254–259

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Faizullina, L.K., Karamysheva, L.S., Khalilova, Y.A. et al. Reactions of phenol and its derivatives with levoglucosenone. Chem Heterocycl Comp 59, 254–259 (2023). https://doi.org/10.1007/s10593-023-03190-2

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  • DOI: https://doi.org/10.1007/s10593-023-03190-2

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