4.8 Article

Unactivated Alkyl Chloride Reactivity in Excited-State Palladium Catalysis

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ORGANIC LETTERS
卷 23, 期 17, 页码 6905-6910

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02467

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  1. King Abdullah University of Science and Technology (KAUST), Saudi Arabia, Office of Sponsored Research [URF/1/4025]

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This study demonstrates the excited-state palladium-catalyzed synthesis of oxindoles and isoquinolinediones through alkylation/annulation reaction, overcoming inherent limitations associated with unactivated C(sp(3))-Cl bond activation at room temperature.
Excited-state palladium catalysis is an efficient process for the alkylation of diverse organic compounds via the generation of alkyl radicals from alkyl bromides and iodides. However, the generation of alkyl radicals from more stable alkyl chlorides remains challenging. Herein, we demonstrate the excited-state palladium-catalyzed synthesis of oxindoles and isoquinolinediones via alkylation/annulation reaction by overcoming inherent limitations associated with unactivated C(sp(3))- Cl bond activation at room temperature.

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