Towards Iron-Catalysed Suzuki Biaryl Cross-Coupling: Unusual Reactivity of 2-Halobenzyl Halides

Autor:	William Savage, Robin B. Bedford, Timothy Gallagher, Dominic R. Pye
Rok vydání:	2015
Předmět:	chemistry.chemical_classification Aryl Aryl halide Organic Chemistry Halide Medicinal chemistry Oxidative addition Catalysis chemistry.chemical_compound Nucleophile chemistry Suzuki reaction Reagent Organic chemistry Reactivity (chemistry)
Zdroj:	Synthesis. 47:1761-1765
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-0034-1380135
Popis:	The reaction of 2-halobenzyl halides with the borate anion Li[(Ph)( t -Bu)Bpin] leads not only to the expected arylation at the benzyl position, but also to some Suzuki biaryl cross-coupling. Preliminary mechanistic investigations hint towards the intermediacy of benzyl iron intermediates that can either: (a) directly cross-couple with the aryl boron reagent to give observed monoarylated species, or (b) undergo oxidative addition of the aryl halide to generate the diarylated species on reaction with the boron-based nucleophile.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::67d87aa70ce9b418bb10a4f4c448abad https://doi.org/10.1055/s-0034-1380135 Zobrazit plný text záznamu