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Features of catalyzed hydration of 2-(dichloromethyl)-N-[(1R)-1-phenylethyl)]cyclopent-3-ene-1-carboxamides

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Abstract

The hydration of gem-dichloromethyl group in 2-(dichloromethyl)-N-[(1R)-1-phenylethyl)]cyclopent-3-ene-1-carboxamides in aqueous acetonitrile catalyzed by AgNO3, FeCl3·6H2O, PdCl2, and BaO was investigated. The optimum results were obtained at the use of BaO. It was demonstrated, that Pd-catalyzed reactions initiated intermolecular ether formation from the primary hydration products, bicyclic amides.

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Correspondence to A. M. Gizametdinov.

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Original Russian Text © A.M. Gizametdinov, M.S. Miftakhov, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 5, pp. 712–715.

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Gizametdinov, A.M., Miftakhov, M.S. Features of catalyzed hydration of 2-(dichloromethyl)-N-[(1R)-1-phenylethyl)]cyclopent-3-ene-1-carboxamides. Russ J Org Chem 45, 694–697 (2009). https://doi.org/10.1134/S107042800905008X

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  • DOI: https://doi.org/10.1134/S107042800905008X

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