Oxidative Coupling Reactions with Gold

Abstract

.Abstract: Oxidative coupling reactions are a very powerful tool for the construction of e.g. biaryl compounds, especially because typically no functionalization of the coupling partners is necessary. The use of Au for this transformation is particularly attractive since usually no special precautions to exclude moisture or air are necessary. Furthermore, the combination of oxidative coupling reactions with other Au-catalyzed reactions enables the rapid and efficient construction of molecular complexity, e.g. the constructions of dicoumarins via a domino cyclization oxidative coupling reaction.

Gold for CC Coupling Reactions: A Swiss‐Army‐Knife Catalyst?

“…In these early reactions, the process relied on stoichiometric amounts of the metal. Only selected examples are mentioned explicitly herein, as this area was reviewed earlier 9…”

Gold‐Catalyzed Intramolecular Oxidative Cross‐Coupling of Nonactivated Arenes

“…In a control experiment performed with AuCl (5 mol %) in acetonitrile, but omitting Selectfluor, compound 4 a was formed as the only product after 6 days (Scheme 2). [6,7] The formation of 2 a from 1 a, a new addition to the list of gold-catalyzed oxidative cross-coupling reactions reported to date, [4,5,8] is a challenging operation. Under the same reaction conditions, but with PtCl 2 , CuOAc, H 2 SO 4 , or AgOTf as the catalyst, 2 a and 3 a were not observed and with PdA C H T U N G T R E N N U N G (OAc) 2 (5 mol %) the dimers 3 a were formed as the only products with no trace of 2 a.…”

Gold in C‐C‐Kupplungsreaktionen – ein Katalysator so vielseitig wie ein Schweizer Taschenmesser?

“…In diesen frühen Reaktionen waren stöchiometrische Mengen des Metalls erforderlich. Hier erwähnen wir nur ausgewählte Beispiele, da dieses Thema bereits zusammenfassend behandelt wurde 9…”