Synthesis of 2-Vinylic Indoles and Derivatives via a Pd-Catalyzed Tandem Coupling Reaction

Related Content

• Pd-Catalyzed Tandem C−N/C−C Coupling of gem-Dihalovinyl Systems:  A Modular Synthesis of 2-Substituted IndolesOrganic Letters

  • Pd-Catalyzed Tandem C−N/C−C Coupling of gem-Dihalovinyl Systems:  A Modular Synthesis of 2-Substituted Indoles

    Yuan-Qing Fang and Mark Lautens
    Organic Letters 2005 7 (16), pp 3549–3552

    Abstract: 2-Substituted indoles were synthesized via a Pd-catalyzed tandem C−N/Suzuki−Miyaura coupling from readily prepared ortho-gem-dihalovinylanilines. Optimal conditions used a Pd(OAc)₂/S-Phos catalyst in the presence of K₃PO₄·H₂O and an organoboron reagent, ...

    Abstract | Full Text HTML | Hi-Res PDF
• A General and Practical Method of Alkynyl Indole and Benzofuran Synthesis via Tandem Cu- and Pd-Catalyzed Cross-CouplingsOrganic Letters

  • A General and Practical Method of Alkynyl Indole and Benzofuran Synthesis via Tandem Cu- and Pd-Catalyzed Cross-Couplings

    Masatoshi Nagamochi, Yuan-Qing Fang, and Mark Lautens
    Organic Letters 2007 9 (15), pp 2955–2958

    Abstract: A new tandem coupling approach to synthesize 2-alkynyl indoles and benzofurans is described. This reaction utilizes easily accessible gem-dibromovinyl substrates and terminal alkynes and proceeds via Pd/C- and CuI-catalyzed tandem Ullman/Sonogashira ...

    Abstract | Full Text HTML | Hi-Res PDF
• CuI-Catalyzed Tandem Intramolecular Amidation Using gem-Dibromovinyl SystemsOrganic Letters

  • CuI-Catalyzed Tandem Intramolecular Amidation Using gem-Dibromovinyl Systems

    Josephine Yuen, Yuan-Qing Fang, and Mark Lautens
    Organic Letters 2006 8 (4), pp 653–656

    Abstract: Imidazoindolones are present as the key structural motif in the family of antifungals, fumiquinazolines, and the antagonist asperlicin. The first example of a CuI-catalyzed tandem intramolecular amidation forming substituted imidazoindolones from readily ...

    Abstract | Full Text HTML | Hi-Res PDF

Other ACS content by these authors:

• Aude Fayol
• Yuan-Qing Fang
• Mark Lautens