Synthesis of 3,5‐Dialkoxy‐1,2‐dioxolanes by Alkoxyperoxidation of 1,3‐Diketones with Hydrogen Peroxide and Alcohols

A three‐component reaction of 1,3‐diketones with H 2 O 2 and alcohols was discovered. 3,5‐Dialkoxy‐1,2‐dioxolanes are formed in yields ranging from 13% to 83% using an excess of acids such as H 2 SO 4 , MeHSO 3 , p ‐TsOH⋅H 2 O or BF 3 ⋅Et 2 O. This reaction proceeds with the formation of 3,5‐dialkox...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2024-10
Main Authors: Radulov, Peter S., Skokova, Ksenia V., Dmitrieva, Viktoria E., Fomenkov, Dmitri I., Krylov, Igor B., Ilovaisky, Alexey I., Yaremenko, Ivan A., Terent'ev, Alexander O.
Format: Article
Language:English
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Summary:A three‐component reaction of 1,3‐diketones with H 2 O 2 and alcohols was discovered. 3,5‐Dialkoxy‐1,2‐dioxolanes are formed in yields ranging from 13% to 83% using an excess of acids such as H 2 SO 4 , MeHSO 3 , p ‐TsOH⋅H 2 O or BF 3 ⋅Et 2 O. This reaction proceeds with the formation of 3,5‐dialkoxy‐1,2‐dioxolanes despite the diversity of possible reaction pathways leading to different types of peroxides, oligomers, polymers or hydrolysis. 3,5‐Dimethoxy‐1,2‐dioxolanes exhibit high activity against phytopathogenic fungi.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202400951