Electrophilic Carbocyclization of Hydroxylated Enynes

Authors

  • Dr. Fang Yang,

    1. These authors contributed equally to this work.
    2. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (P.R. China), Fax: (+86) 931-8912582
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  • Ke-Gong Ji,

    Corresponding author
    1. These authors contributed equally to this work.
    2. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (P.R. China), Fax: (+86) 931-8912582
    • These authors contributed equally to this work.
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  • Hai-Tao Zhu,

    1. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (P.R. China), Fax: (+86) 931-8912582
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  • Ali Shaukat,

    1. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (P.R. China), Fax: (+86) 931-8912582
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  • Xue-Yuan Liu,

    1. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (P.R. China), Fax: (+86) 931-8912582
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  • Prof. Dr. Yong-Min Liang

    Corresponding author
    1. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (P.R. China), Fax: (+86) 931-8912582
    • State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (P.R. China), Fax: (+86) 931-8912582
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Abstract

original image

Mild, efficient, and clean! Six-membered cyclic products including diiodocyclohexadiene and 2,3-diiodobenzene have been prepared in a iodonium-induced internal carbocyclization of hydroxylated enynes (see scheme). This reaction proceeds smoothly under mild reaction conditions, and all the halogen atoms (I and Br) generated from the electrophiles are used effectively.

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