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Photocatalyst-free formate-mediated C-O cleavage by the EDA complex and SCS strategy for the synthesis of diaryl 1,4-diketone in air.

Authors :
Zhao M
Liu Y
Chen X
Peng M
Wang Y
Liu X
Jiang H
Tan R
Li J
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2025 Jan 22. Date of Electronic Publication: 2025 Jan 22.
Publication Year :
2025
Publisher :
Ahead of Print

Abstract

Under mild visible light conditions, formates facilitate C-O cleavage via the EDA complex and SCS strategy, yielding α-carbonyl alkyl radicals. These radicals then react with olefins under air conditions, leading to the synthesis of diaryl 1,4-dicarbonyl compounds. Mechanistic studies reveal that α-formyloxy ketone is generated in situ by the reaction between α-brominated acetophenone and formates, followed by the formation of the EDA complex. Additionally, formates also serve as a single-electron reducing reagent in the reaction.

Details

Language :
English
ISSN :
1477-0539
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
39838809
Full Text :
https://doi.org/10.1039/d4ob01913j