Palladium-Catalyzed Cross-Coupling Reaction of Tricyclopropylbismuth with Aryl Halides and Triflates

• Abstract
• Full Text HTML
• Hi-Res PDF[147 KB]
• PDF w/ Links[197 KB]

• Supporting Info
• Figures
• Citing Articles

Your current credentials do not allow retrieval of the full text.

Purchase the full-text

• PDF/HTML,
  figures/images,
  references and tables,
  (where available)

Abstract

The palladium-catalyzed cross-coupling reaction of tricyclopropylbismuth with aryl and heterocyclic halides and triflates is reported. The reaction tolerates numerous functional groups and does not require anhydrous conditions. The method was successfully extended to the cross-coupling of triethylbismuth.

Citing Articles

View all 4 citing articles

Citation data is made available by participants in CrossRef's Cited-by Linking service. For a more comprehensive list of citations to this article, users are encouraged to perform a search in SciFinder.

This article has been cited by 3 ACS Journal articles (3 most recent appear below).

• 

  Photochemical Behavior of Cyclopropyl-Substituted Benzophenones and Valerophenones

  Xavier Creary, Jenifer Hinckley, Casey Kraft, and Madeleine Genereux
  The Journal of Organic Chemistry2011 76 (7), 2062-2071

  • Photochemical Behavior of Cyclopropyl-Substituted Benzophenones and Valerophenones

    Xavier Creary, Jenifer Hinckley, Casey Kraft, and Madeleine Genereux
    The Journal of Organic Chemistry2011 76 (7), 2062-2071

    p-Cyclopropylbenzophenone, 20, gives no photoreduction when irradiated in i-PrOH solvent. This is a general phenomenon and a number of cyclopropyl-substituted benzophenones, including 4-(endo-6-bicyclo[3.1.0]hexyl)benzophenone, 19, 4-(cis-2,3-...

    Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
• 

  Palladium-Catalyzed Cross-Coupling of Cyclopropylmagnesium Bromide with Aryl Bromides Mediated by Zinc Halide Additives

  Chutian Shu, Kanwar Sidhu, Li Zhang, Xiao-jun Wang, Dhileepkumar Krishnamurthy, and Chris H. Senanayake
  The Journal of Organic Chemistry2010 75 (19), 6677-6680

  • Palladium-Catalyzed Cross-Coupling of Cyclopropylmagnesium Bromide with Aryl Bromides Mediated by Zinc Halide Additives

    Chutian Shu, Kanwar Sidhu, Li Zhang, Xiao-jun Wang, Dhileepkumar Krishnamurthy, and Chris H. Senanayake
    The Journal of Organic Chemistry2010 75 (19), 6677-6680

    The key Pd-catalyzed cross-coupling of aryl bromides or triflates and cyclopropylmagnesium bromide in the presence of substoichiometric amounts of zinc bromide produces cyclopropyl arenes in good to excellent yields. The cross-coupling of other alkyl, ...

    Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
• 

  Palladium-Catalyzed Cross-Coupling Reaction of Tricyclopropylbismuth with Aryl Halides and Triflates

  Alexandre Gagnon, Martin Duplessis, Pamela Alsabeh and Francis Barabé
  The Journal of Organic Chemistry2008 73 (9), 3604-3607

  • Palladium-Catalyzed Cross-Coupling Reaction of Tricyclopropylbismuth with Aryl Halides and Triflates

    Alexandre Gagnon, Martin Duplessis, Pamela Alsabeh and Francis Barabé
    The Journal of Organic Chemistry2008 73 (9), 3604-3607

    The palladium-catalyzed cross-coupling reaction of tricyclopropylbismuth with aryl and heterocyclic halides and triflates is reported. The reaction tolerates numerous functional groups and does not require anhydrous conditions. The method was ...

    Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links

SciFinder Links

• Get Reference Detail
• Get Substances
• Get Reactions
• Get Cited
• Get Citing