Beyond Directed Ortho Metalation: Ruthenium-Catalyzed Amide-Directed C-Ar-N Activation/C-C Coupling Reaction of Anthranilamides with Organoboronates

作者：Zhao Yigang; Snieckus Victor^*

来源：Organic Letters, 2014, 16(12): 3200-3203.

DOI：10.1021/ol501180q

A new, catalytic, and general methodology for the synthesis of biaryls and heterobiaryls by the cross coupling of anthranilamide derivatives (o-NMe2 benzamides) with aryl boroneopentylates is described. The reaction proceeds under catalytic RuH2(CO)(PPh3)(3) conditions driven by the activation of the unreactive C-N bond by amide directing group (DG)-Ru catalyst chelation. High regioselectivity, orthogonality with the Suzuki-Miyaura reaction, operational simplicity, and convenient scale-up are features of these reactions which may lend themselves to industrial applications.

• 出版日期2014-6-20