Facile Baeyer–Villiger oxidation of cyclic ketones: conventional versus microwave-assisted approach. Issue 42 (14th October 2015)

• Record Type: Journal Article
• Authors: Randino, Rosario; Cini, Elena; D'Ursi, Anna Maria; Novellino, Ettore; Rodriquez, Manuela
• Is Part Of: Tetrahedron letters. Volume 56:Issue 42(2015)
• Page Start: 5723
• Page End: 5726
• Publication Date: 2015-10-14
• Subjects: Microwave-assisted synthesis -- Histone deacetylase inhibitors -- Ketone oxidation -- Lactone amidation -- Hydroxamic acids; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.08.082
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: 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.