Synthesis of 4-arylcoumarins via Cu-catalyzed hydroarylation with arylboronic acids.
In the presence of 2-4 mol % of CuOAc, methyl phenylpropiolates having a MOM-protected hydroxy group at the ortho position underwent hydroarylation with various arylboronic acids in MeOH at ambient temperature, resulting in the formation of 4-arylcoumarins in high yields after the acidic workup. This method was effectively used for the synthesis of biologically active natural and artificial compounds.
Yamamoto
Yoshihiko
Y
Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, Ookayama, Meguro-ku, Tokyo 152-8552, Japan. omyy@apc.titech.ac.jp
Kirai
Naohiro
N
D001897:Boronic Acids / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry; D047309:Flavones / Q000138:chemical synthesis* / Q000737:chemistry
D001897:Boronic Acids; D003374:Coumarins; D047309:Flavones; D003300:Copper