Barbier–Negishi Coupling of Secondary Alkyl Bromides with Aryl and Alkenyl Triflates and Nonaflates | Zendy

Zhang KeFeng | Zendy; Christoffel Fadri | Zendy; Baudoin Olivier | Zendy

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Barbier–Negishi Coupling of Secondary Alkyl Bromides with Aryl and Alkenyl Triflates and Nonaflates

Author(s) -

Zhang KeFeng,

Christoffel Fadri,

Baudoin Olivier

Publication year - 2018

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201711990

Subject(s) - negishi coupling , phosphine , alkyl , aryl , chemistry , ligand (biochemistry) , imidazole , coupling reaction , organic chemistry , aqueous solution , medicinal chemistry , catalysis , biochemistry , receptor

A mild and practical Barbier–Negishi coupling of secondary alkyl bromides with aryl and alkenyl triflates and nonaflates has been developed. This challenging reaction was enabled by the use of a very bulky imidazole‐based phosphine ligand, which resulted in good yields as well as good chemo‐ and site selectivities for a broad range of substrates at room temperature and under non‐aqueous conditions. This reaction was extended to primary alkyl bromides by using an analogous pyrazole‐based ligand.

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