Biaryl construction via Ni-catalyzed C-O activation of phenolic carboxylates.
Biaryl scaffolds were constructed via Ni-catalyzed aryl C-O activation by avoiding cleavage of the more reactive acyl C-O bond of aryl carboxylates. Now aryl esters, in general, can be successfully employed in cross-coupling reactions for the first time. The substrate scope and synthetic utility of the chemistry were demonstrated by the syntheses of more than 40 biaryls and by constructing complex organic molecules. Water was observed to play an important role in facilitating this transformation.
Beijing National Laboratory of Molecular Sciences, Peking University, Beijing 100871, China.
Bing-Tao
BT
Guan
Yang
Y
Wang
Bi-Jie
BJ
Li
Da-Gang
DG
Yu
Zhang-Jie
ZJ
Shi
D001713:Biphenyl Compounds / Q000138:chemical synthesis*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D009284:Naphthols / Q000737:chemistry; D009532:Nickel / Q000737:chemistry; D010636:Phenols / Q000737:chemistry*
D001713:Biphenyl Compounds; D002264:Carboxylic Acids; D009284:Naphthols; D010636:Phenols; C005366:naphthyl acetate; D009532:Nickel