4.8 Article

Photoalkylation/-arylation of ortho-Diketones with Unactivated Organic Halides

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ORGANIC LETTERS
卷 25, 期 21, 页码 3847-3852

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c01191

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This article presents a new method for reductive alkylation/arylation of 1,2-diketones using visible light and unactivated organic halides. The technique does not require a photocatalyst and utilizes Et3N as a promoter. Et3N generates a ketyl radical and an alpha-aminoalkyl radical, which activate C-X bonds through a halogen atom transfer process (XAT). The use of Et3N as a promoter allows for expanding the range of organic halide substrates, including primary, secondary, and aromatic organic halides, and various functional groups.
A newmethod for conducting a reductive alkylation/arylation of1,2-diketones using visible light and unactivated organic halidesis presented in this article. This technique does not require a photocatalystand employs Et3N, a tertiary amine, as a promoter. Thisamine aids in generating a ketyl radical and an alpha-aminoalkylradical, which engages in a C-X bond activation via a halogenatom transfer process (XAT). This approach's success hingeson utilizing Et3N as the promoter. This article'smild and straightforward protocol allows for significantly expandingorganic halide substrates, including primary, secondary, and aromaticorganic halides and various functional groups.

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