Electrochemical Generation of Peroxy Radicals and Subsequent Peroxidation of 1,3-Dicarbonyls in an Undivided Cell

The generation of peroxy radicals from hydroperoxides with subsequent selective peroxidation of 1,3-dicarbonyls in an undivided electrochemical cell under constant current conditions is reported. The method provides a variety of peroxy-containing barbituric acids and 4-hydroxy-2­(5H)-furanones with...

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Bibliographic Details
Published inOrganic letters Vol. 26; no. 1; pp. 166 - 171
Main Authors Bityukov, Oleg V., Skokova, Ksenia V., Vil’, Vera A., Nikishin, Gennady I., Terent’ev, Alexander O.
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 12.01.2024
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
TBHP
TERT
ARTEMISININ
ANODIC-OXIDATION
ALKANES
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Summary:The generation of peroxy radicals from hydroperoxides with subsequent selective peroxidation of 1,3-dicarbonyls in an undivided electrochemical cell under constant current conditions is reported. The method provides a variety of peroxy-containing barbituric acids and 4-hydroxy-2­(5H)-furanones with yields of up to 74%. Only the combination of anodic and cathodic processes provides efficient peroxidation by generating a set of alkoxy and peroxy radicals. NaNO3 acts as both an electrolyte and a redox mediator of radical reactions.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.3c03780