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Condensation of Propan-2-one with Formaldehyde and Propane-2-thiol

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Abstract

Three-component condensation of propan-2-one with formaldehyde and propane-2-thiol in the presence of sodium hydroxide afforded 3-{[(propan-2-yl)sulfanyl)]methyl}but-3-en-2-one or 4-[(propan-2-yl)sulfanyl]-3-{[(propan-2-yl)sulfanyl]methyl}butan-2-one, depending on the amount of the base. The formation of 4-[(propan-2-yl)sulfanyl]-3-{[(propan-2-yl)sulfanyl]methyl}butan-2-one from 4-[(propan-2-yl)sulfanyl]butan-2-one involved aldol condensation of the latter with formaldehyde and subsequent nucleophilic addition of propane-2-thiol to the C=C double bond of intermediate 3-{[(propan-2-yl)sulfanyl]methyl}but-3-en-2-one in the presence of sodium hydroxide.

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Funding

This study was performed under financial support by the Ministry of Science and Higher Education of the Russian Federation in the framework of state assignment no. AAAA-A19-119011790021-4.

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Authors and Affiliations

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

    L. A. Baeva, R. M. Nugumanov, L. F. Biktasheva & R. L. Safiullin

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  1. L. A. Baeva
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  2. R. M. Nugumanov
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  3. L. F. Biktasheva
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  4. R. L. Safiullin
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Correspondence to L. A. Baeva.

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Baeva, L.A., Nugumanov, R.M., Biktasheva, L.F. et al. Condensation of Propan-2-one with Formaldehyde and Propane-2-thiol. Russ J Gen Chem 90, 567–571 (2020). https://doi.org/10.1134/S1070363220040015

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