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Visible-Light-Driven Epoxyacylation and Hydroacylation of Olefins Using Methylene Blue/Persulfate System in Water

Gabriela F. P. de Souza, Juliano A. Bonacin and Airton G. Salles, Jr.*

*Department of Organic Chemistry, Institute of Chemistry, University of Campinas, P.O. Box 6154, Campinas, São Paulo, 13084-862, Brazil, Email: asallesiqm.unicamp.br

G. F. P. de Souza, J. A. Bonacin, A. G. Salles, Jr., J. Org. Chem., 2018, 83, 8331-8340.

DOI: 10.1021/acs.joc.8b01026


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Abstract

Visible-light-driven hydroacylations and epoxyacylations in water using methylene blue as photoredox catalyst and persulfate as oxidant deliver ketones and epoxyketones from a range of aromatic and aliphatic aldehydes as well as conjugated and nonconjugated olefins as abundant and inexpensive chemical feedstocks.

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Key Words

epoxidation, acylation, potassium peroxydisulfate, photochemistry


ID: J42-Y2018