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

A visible-light-driven strategy for hydroacylation and epoxyacylation of olefins in water using methylene blue as photoredox catalyst and persulfate as oxidant is reported. In this unprecedented unified approach, two different transformations are accomplished using only one set of reagents. The meth...

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Veröffentlicht in:Journal of organic chemistry 2018-08, Vol.83 (15), p.8331-8340
Hauptverfasser: de Souza, Gabriela F. P, Bonacin, Juliano A, Salles, Airton G
Format: Artikel
Sprache:eng
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Zusammenfassung:A visible-light-driven strategy for hydroacylation and epoxyacylation of olefins in water using methylene blue as photoredox catalyst and persulfate as oxidant is reported. In this unprecedented unified approach, two different transformations are accomplished using only one set of reagents. The method has a broad scope spanning a range of aromatic and aliphatic aldehydes as well as conjugated and nonconjugated olefins to deliver ketones and epoxyketones from abundant and inexpensive chemical feedstocks.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b01026