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Electrochemical Rearrangement of 3-Hydroxyoxindoles into Benzoxazinones

[Image: see text] We report an unexpected rearrangement of 3-hydroxyoxindoles into benzoxazinones using electrochemistry. Our reaction employs mild and environmentally friendly conditions, and the benzoxazinone products are obtained in moderate to excellent yields. Mechanistic experiments suggest th...

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Detalles Bibliográficos
Autores principales: Vayer, Marie, Pastor, Miryam, Kofink, Christiane, Maulide, Nuno
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8762708/
https://www.ncbi.nlm.nih.gov/pubmed/34949089
http://dx.doi.org/10.1021/acs.orglett.1c03569
Descripción
Sumario:[Image: see text] We report an unexpected rearrangement of 3-hydroxyoxindoles into benzoxazinones using electrochemistry. Our reaction employs mild and environmentally friendly conditions, and the benzoxazinone products are obtained in moderate to excellent yields. Mechanistic experiments suggest that a peroxide intermediate is likely involved.