Organic Chemistry Portal



Green Oxidation of Ketones to Lactones with Oxone in Water

Valentina Bertolini, Rebecca Appiani, Marco Pallavicini and Cristiano Bolchi*

*Dipartimento di Scienze Farmaceutiche, UniversitÓ degli Studi di Milano, via Mangiagalli 25, I-20133 Milano, Italy, Email:

V. Bertolini, R. Appiani, M. Pallavicini, C. Bolchi, J. Org. Chem., 2021, 86, 15712-15716.

DOI: 10.1021/acs.joc.1c01469

see article for more reactions


Cyclic ketones were quickly and quantitatively converted to 5-, 6-, and 7-membered lactones by treatment with Oxone, a cheap, stable, and nonpollutant oxidizing reagent in 1 M NaH2PO4/Na2HPO4 water solution (pH 7). These simple and green conditions avoid the formation of hydroxyacid. With some changes, the method can also be applied to water-insoluble ketones.

see article for more examples

Key Words

Baeyer-Villiger Oxidation, Lactones, Oxone, Green Chemistry

ID: J42-Y2021