The Baeyer-Villiger oxidation of cyclic ketones (I) to the corresponding lactones (II) can be improved using m-CPBA under microwave dielectric heating. A dramatic reduction of time - 3 min compared to 5 days at room temperature - was observed to transform cycloheptanone into oxocan-2-one. Ω-Hydroxyalkyl hydroxamic acids (III), key intermediates for a rapid access to potent histone deacetylase inhibitors, are obtained in one-pot reaction of lactones using the Weinreb amidation.
Randino, R., Cini, E., D'Ursi, A.M., Novellino, E., Rodriquez, M. (2015). Facile Baeyer-Villiger oxidation of cyclic ketones: Conventional versus microwave-assisted approach. TETRAHEDRON LETTERS, 56(42), 5723-5726 [10.1016/j.tetlet.2015.08.082].
Facile Baeyer-Villiger oxidation of cyclic ketones: Conventional versus microwave-assisted approach
Randino R.;Cini E.;Rodriquez M.
2015-01-01
Abstract
The Baeyer-Villiger oxidation of cyclic ketones (I) to the corresponding lactones (II) can be improved using m-CPBA under microwave dielectric heating. A dramatic reduction of time - 3 min compared to 5 days at room temperature - was observed to transform cycloheptanone into oxocan-2-one. Ω-Hydroxyalkyl hydroxamic acids (III), key intermediates for a rapid access to potent histone deacetylase inhibitors, are obtained in one-pot reaction of lactones using the Weinreb amidation.
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https://hdl.handle.net/11365/1077872