Synthesis of Biaryls through Nickel-Catalyzed Suzuki-Miyaura Coupling of Amides by Carbon-Nitrogen Bond Cleavage.
The first Ni-catalyzed Suzuki-Miyaura coupling of amides for the synthesis of widely occurring biaryl compounds through N-C amide bond activation is reported. The reaction tolerates a wide range of electron-withdrawing, electron-neutral, and electron-donating substituents on both coupling partners. The reaction constitutes the first example of the Ni-catalyzed generation of aryl electrophiles from bench-stable amides with potential applications for a broad range of organometallic reactions.
Department of Chemistry, Rutgers University, 73 Warren Street, Newark, NJ, 07102, USA.
Shicheng
S
Shi
Department of Chemistry, Rutgers University, 73 Warren Street, Newark, NJ, 07102, USA.
Guangrong
G
Meng
Department of Chemistry, Rutgers University, 73 Warren Street, Newark, NJ, 07102, USA. michal.szostak@rutgers.edu.
Michal
0000-0002-9650-9690
M
Szostak
N−C activation; amide bonds; biaryls; cross-coupling; nickel