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Synthesis of Oxindoles by Iron-Catalyzed Oxidative 1,2-Alkylarylation of Activated Alkenes with an Aryl C(sp2)[BOND]H Bond and a C(sp3)[BOND]H Bond Adjacent to a Heteroatom

Authors

  • Dr. Wen-Ting Wei,

    1. State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082 (China)
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    • These authors contributed equally to this work.

  • Dr. Ming-Bo Zhou,

    1. State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082 (China)
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    • These authors contributed equally to this work.

  • Jian-Hong Fan,

    1. State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082 (China)
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  • Wei Liu,

    1. State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082 (China)
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  • Ren-Jie Song,

    1. State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082 (China)
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  • Yu Liu,

    1. State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082 (China)
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  • Ming Hu,

    1. State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082 (China)
    2. Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081 (China)
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  • Peng Xie,

    1. State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082 (China)
    2. Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081 (China)
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  • Prof. Dr. Jin-Heng Li

    Corresponding author
    1. State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082 (China)
    • State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082 (China)===

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  • We thank the Natural Science Foundation of China (No. 21172060) and Fundamental Research Funds for the Central Universities (Hunan University) for financial support.

Abstract

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Difunctionalization: Inexpensive and environmentally benign FeCl3 catalyzes the oxidative 1,2-alkylarylation of activated alkenes with an aryl C(sp2)[BOND]H bond and a C(sp3)[BOND]H bond adjacent to a heteroatom. This reaction is a new strategy for the synthesis of oxindoles and makes use of DBU as ligand and TBHP as oxidant (see scheme, TBHP=tert-butyl hydrogenperoxide).

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