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

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
26 Nov 2024
Accepted
08 Jan 2025
First published
10 Jan 2025

Org. Biomol. Chem., 2025, Advance Article

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

M. Zhao, Y. Liu, X. Chen, M. Peng, Y. Wang, X. Liu, H. Jiang, R. Tan and J. Li, Org. Biomol. Chem., 2025, Advance Article , DOI: 10.1039/D4OB01913J

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