Photocatalyst-free formate-mediated C–O cleavage by the EDA complex and SCS strategy for the synthesis of diaryl 1,4-diketone in air
Under mild visible light conditions, formates facilitate C-O cleavage <i>via</i> 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 <i>in situ</i> 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.
Authors
- Xiang‐Wei Liu (ORCID: https://orcid.org/0000-0002-5647-6687)
- Min Peng
- Molai Zhao (ORCID: https://orcid.org/0009-0008-5109-2642)
- Yawen Wang (ORCID: https://orcid.org/0000-0001-6416-7158)
- Xueqin Chen (ORCID: https://orcid.org/0000-0001-9444-5059)
- Jiahong Li (ORCID: https://orcid.org/0000-0003-2532-6480)
- Yutong Liu (ORCID: https://orcid.org/0000-0003-4737-7123)
- He Jiang
- Rui Tan
Institutions
- China Pharmaceutical University (CN)
- Southwest Jiaotong University (CN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d4ob01913j
- Citations
- 1
- Primary Topic
- Chemical Synthesis and Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.94