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Journal Article

An Interrupted Pummerer/Nickel-Catalysed Cross-Coupling Sequence

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Citation

Aukland, M. H., Talbot, F. J. T., Fernández-Salas, J. A., Ball, M., Pulis, A. P., & Procter, D. J. (2018). An Interrupted Pummerer/Nickel-Catalysed Cross-Coupling Sequence. Angewandte Chemie International Edition, 57(31), 9785-9789. doi:10.1002/anie.201805396.


Cite as: https://hdl.handle.net/21.11116/0000-0008-9B89-F
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.