An Interrupted Pummerer/Nickel‐Catalysed Cross‐Coupling Sequence. (5th July 2018)

• Record Type: Journal Article
• Authors: Aukland, Miles H.; Talbot, Fabien J. T.; Fernández‐Salas, José A.; Ball, Matthew; Pulis, Alexander P.; Procter, David J.
• Is Part Of: Angewandte Chemie. Volume 130:Number 31(2018)
• Page Start: 9933
• Page End: 9937
• Publication Date: 2018-07-05
• Subjects: Kreuzkupplungen -- Nickel-Katalyse -- Pummerer-Reaktion -- Sulfoniumsalze -- Sulfoxide; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201805396
• Languages: English
• ISSNs: 0044-8249

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.