光氧化催化的 α、α-二氟芳基乙酸酯和酰胺的选择性脱氚脱氟反应

IF 4.6 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-06-22 DOI:10.1039/d4qo00781f
Li-Na Guo, Xin-Hua Duan, Zi-Hang Yuan, Yuan Gao, Hong Xin, Guowei Sun, Ruiying Zhao
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引用次数: 0

摘要

本文介绍了一种用 D2O 对含氟酯进行高选择性光催化氘代氟化的方法。通过定制催化体系,多种 α,α-二氟芳基乙酸酯发生了选择性脱氟/脱氘反应,得到了 2-氟-2-芳基乙酸酯-d 和 2-芳基乙酸酯-d2,收率高且脱氘率优异。令人满意的是,该方法成功地应用于一些药物分子的去氘化,如非尔比那乙酯-d2 和非尔比那克-d2。
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Photoredox-Catalyzed Selective Deuterodefluorination of α, α-Difluoroarylacetic Esters and Amides
A highly selective photocatalytic deuterodefluorination of fluorinated esters with D2O is presented. By tailoring the catalytic system, a variety of α,α-difluoroaryl acetates underwent selective defluorination/deuteration to afford the 2-fluoro-2-arylacetate-d and 2-arylacetate-d2 in good yields with excellent deuteration rate. Satisfactorily, this protocol was successfully applied to deuterate some drug molecules, such as the felbinacethyl-d2 and felbilnac-d2.
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来源期刊
Organic Chemistry Frontiers
Organic Chemistry Frontiers CHEMISTRY, ORGANIC-
CiteScore
7.90
自引率
11.10%
发文量
686
审稿时长
1 months
期刊介绍: Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
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