4.8 Article

Nickel-Catalyzed Domino Heck Cyclization/Suzuki Coupling for the Synthesis of 3,3-Disubstituted Oxindoles

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ORGANIC LETTERS
卷 20, 期 4, 页码 921-924

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03713

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  1. 1000-Youth Talents Plan
  2. National Natural Science Foundation of China [21702149]

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The first nickel-catalyzed domino Heck cyclization/Suzuki coupling reaction for the synthesis of 3,3-disubstituted oxindoles bearing quaternary all-carbon centers is reported. A wide range of electrophiles, such as aryl iodides, bromides, triflates, and chlorides, are all compatible with the reaction conditions. Moreover, cheap aryl esters, which undergo catalytic C-O bond cleavage, could also be employed as electrophiles. The approach shows good yields and broad scope, complementing a more practical and sustainable alternative to the conventional palladium-based analogues.

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