无光催化剂甲酸介导的EDA复合物C-O裂解和SCS策略在空气中合成二芳基1,4-二酮。

IF 2.8 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2025-01-16 Epub Date: 2025-01-10 DOI:10.1039/d4ob01913j
Molai Zhao , Yutong Liu , Xueqin Chen , Min Peng , Yawen Wang , Xiangwei Liu , Hezhong Jiang , Rui Tan , Jiahong Li
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引用次数: 0

摘要

在温和的可见光条件下,甲酸酯通过EDA配合物和SCS策略促进C-O裂解,生成α-羰基烷基自由基。然后这些自由基在空气条件下与烯烃反应,合成二芳基1,4-二羰基化合物。机理研究表明,α-溴化苯乙酮与甲酸酯在原位反应生成α-甲氧基酮,并生成EDA配合物。此外,甲酸盐还在反应中充当单电子还原试剂。
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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†
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.
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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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