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Rhenium-Catalyzed Benzannulation of o-Alkynylbenzaldehyde with Alkynes to Multiple 2,3-Disubstituted Naphthalenes

Authors

  • Dr. Rui Umeda,

    1. Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, Yamate-cho, Suita, Osaka 564-8680 (Japan), Fax: (+81) 6-6339-4026
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  • Kenta Kaiba,

    1. Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, Yamate-cho, Suita, Osaka 564-8680 (Japan), Fax: (+81) 6-6339-4026
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  • Shigeru Morishita,

    1. Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, Yamate-cho, Suita, Osaka 564-8680 (Japan), Fax: (+81) 6-6339-4026
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  • Prof. Dr. Yutaka Nishiyama

    Corresponding author
    1. Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, Yamate-cho, Suita, Osaka 564-8680 (Japan), Fax: (+81) 6-6339-4026
    • Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, Yamate-cho, Suita, Osaka 564-8680 (Japan), Fax: (+81) 6-6339-4026
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Abstract

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Bring on the super-subs: Rhenium-catalyzed benzannulation of o-alkynylbenzaldehydes and alkynes in the presence of trichloroacetic acid, afforded the corresponding 2,3-disubstituted naphthalenes. Furthermore, this benzannulation protocol can be applied to the synthesis of multiple and sterically hindered polycyclic aromatic hydrocarbons having 2,3-disubstituted naphthalene units.

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