Abstract
Allylation of the Favorsky reaction products with allyl halides under phase-transfer catalysis in the system CuI–K2CO3–Na2SO3–BTEAC–H2O–C6H6 afforded the corresponding allylpropargyl alcohols in high yields (87–96%). The procedure is practical and scalable (more than 50 g of the target product can be prepared in a single run) and is characterized by high selectivity. Oxidation of secondary allylpropargyl alcohols with manganese dioxide in anhydrous acetonitrile at room temperature gave 75–81% of allylacetylenic ketones.
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Original Russian Text © V.A. Potapov, T.I. Yaroshenko, V.A. Panov, M.V. Musalov, A.G. Khabibulina, M.V. Musalova, S.V. Amosova, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 12, pp. 1743–1746.
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Potapov, V.A., Yaroshenko, T.I., Panov, V.A. et al. Efficient methods of synthesis of unsaturated alcohols and ketones by allylation of Favorsky reaction products under phase transfer conditions. Russ J Org Chem 52, 1733–1737 (2016). https://doi.org/10.1134/S1070428016120034
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DOI: https://doi.org/10.1134/S1070428016120034