An unusual 1,2-aryl shift in palladium-catalyzed cross-coupling ethoxycarbonylation of arylboronic acids with α-iminoesters.
The Pd-catalyzed cross-coupling ethoxycarbonylation of aryl boronic acids with N-aryl-α-iminoesters affords aryl carboxylic esters via carbonyl-imino σ bond cleavage. This unprecedented mode of reaction allows regioselective installation of the ethoxycarbonyl group into target molecules. Mechanism studies have revealed that an unusual 1,2-aryl shift process is involved in the transformation.
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, PR China.
Cheng
C
Qian
Jiayan
J
Chen
Meiqin
M
Fu
Shiya
S
Zhu
Wen-Hua
WH
Chen
Huanfeng
H
Jiang
Wei
W
Zeng
D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
D001897:Boronic Acids; D004952:Esters; D007097:Imines; D009942:Organometallic Compounds; D010165:Palladium