Intermolecular photocatalyzed heck-like coupling of unactivated alkyl bromides by a dinuclear gold complex

• Verfasst von: Xie, Jin [VerfasserIn]
• Verfasst von: Li, Jian [VerfasserIn]
• Verfasst von: Claus, Vanessa [VerfasserIn]
• Verfasst von: Rudolph, Matthias [VerfasserIn]
• Verfasst von: Hashmi, A. Stephen K. [VerfasserIn]
• Titel: Intermolecular photocatalyzed heck-like coupling of unactivated alkyl bromides by a dinuclear gold complex
• Verf.angabe: Jin Xie, Jian Li, Vanessa Weingand, Matthias Rudolph, A. Stephen K. Hashmi
• Umfang: 5 S.
• Fussnoten: Gesehen am 20.09.2017
• Titel Quelle: Enthalten in: Chemistry - a European journal
• Jahr Quelle: 2016
• Band/Heft Quelle: 22(2016), 36, S. 12646-12650
• ISSN Quelle: 1521-3765
• DOI: doi:10.1002/chem.201602939
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1563670011

Abstract

A practical protocol for a photocatalyzed alkyl-Heck-like reaction of unactivated alkyl bromides and different alkenes promoted by dinuclear gold photoredox catalysis in the presence of an inorganic base is reported. Primary, secondary, and tertiary unactivated alkyl bromides with β-hydrogen can be applied. Esters, aldehydes, ketones, nitriles, alcohols, heterocycles, alkynes, alkenes, ethers, and halogen moieties are all well tolerated. In addition to 1,1-diarylalkenes, silylenolethers and enamides can also be applied, which further increases the synthetic potential of the reaction. The mild reaction conditions, broad substrate scope, and an excellent functional-group tolerance deliver an ideal tool for synthetic chemists that can even be used for challenging late-stage modifications of complex natural products.