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1-Bromo-2-(cyclopropylidenemethyl)benzene: A Useful Building Block in the Palladium-Catalyzed Reaction of 2-Alkynylbenzenamine

Authors

  • Shaoyu Li,

    1. Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433 (China), Fax: (+86) 216-564-1740
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  • Yong Luo,

    1. Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433 (China), Fax: (+86) 216-564-1740
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  • Dr. Xiaocong Wang,

    1. College of Science, Tianjin University of Science and Technology, Tianjin 300222 (China)
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  • Prof. Minjie Guo,

    Corresponding author
    1. College of Science, Tianjin University of Science and Technology, Tianjin 300222 (China)
    • Minjie Guo, College of Science, Tianjin University of Science and Technology, Tianjin 300222 (China)

      Jie Wu, Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433 (China), Fax: (+86) 216-564-1740

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  • Prof. Jie Wu

    Corresponding author
    1. Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433 (China), Fax: (+86) 216-564-1740
    2. Key Laboratory of Synthetic Organic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032 (China)
    • Minjie Guo, College of Science, Tianjin University of Science and Technology, Tianjin 300222 (China)

      Jie Wu, Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433 (China), Fax: (+86) 216-564-1740

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Abstract

A novel palladium-catalyzed domino reaction of 1-bromo-2-(cyclopropylidenemethyl)benzene and 2-alkynylbenzenamine is reported, which generates 2-(naphthalen-2-yl)benzenamines and 5H-indeno[1,2-c]quinolines via 6-endo and 5-exo cyclization, respectively. The regioselectivity for the final outcome can be affected by phosphine and N-heterocyclic carbene ligands.

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