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

Angewandte Chemie International Edition · 2018 · 157 citations · 74 references

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Abstract

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‐, sp 2 ‐, and sp 3 ‐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.

References

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