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Rhodium(III)-Catalyzed Redox-Neutral Coupling of N-Phenoxyacetamides and Alkynes with Tunable Selectivity

Authors

  • Prof. Guixia Liu,

    Corresponding author
    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)
    • State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)

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  • Yangyang Shen,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)
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  • Zhi Zhou,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)
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  • Prof. Xiyan Lu

    Corresponding author
    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)
    • State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)

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  • We thank the National Basic Research Program of China (2009CB825304), the National Natural Science Foundation of China (21202184, 21242001), and the Chinese Academy of Sciences for financial support.

Abstract

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Give it a tweak: A novel oxidizing directing group was developed for a rhodium(III)-catalyzed C[BOND]H functionalization of N-phenoxyacetamides with alkynes. A small change in the reaction conditions leads to either ortho-hydroxyphenyl-substituted enamides or cyclization to deliver benzofurans with high selectivity (see scheme; Cp*=C5Me5).

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