An Interrupted Pummerer/Nickel-Catalysed Cross-Coupling Sequence

Miles H. Aukland, Fabien J. T. Talbot, José A. Fernández-salas, Matthew Ball, Alexander P. Pulis, David J. Procter

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    Abstract

    An interrupted Pummerer/nickel‐catalysed cross‐coupling strategy has been developed and used in the elaboration of styrenes. The operationally simple method can be carried out as a one‐pot process, involves the direct formation of stable alkenyl sulfonium salt intermediates, utilises a commercially available sulfoxide, catalyst, and ligand, operates at ambient temperature, accommodates sp‐, sp2‐, and sp3‐hybridised organozinc coupling partners, and delivers functionalised styrene products in high yields over two steps. An interrupted Pummerer/cyclisation approach has also been used to access carbo‐ and heterocyclic alkenyl sulfonium salts for cross‐coupling.
    Original languageEnglish
    JournalAngewandte Chemie International Edition
    Volume57
    Issue number31
    Early online date8 Jun 2018
    DOIs
    Publication statusPublished - 26 Jul 2018

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