A practical and general synthesis of unsymmetrical terphenyls.
A synthetic procedure was developed that enables sequential chemoselective Suzuki-Miyaura cross-coupling of chlorobromobenzene with arylboronic acids. The first coupling is achieved at room temperature using a ligandless palladium catalyst. The chlorobiaryl product can then be subjected directly to the second coupling, facilitated by the SPhos ligand. Using this methodology, parallel synthesis of 32 unsymmetrical o-, m-, and p-terphenyl compounds was accomplished in good to excellent overall yields.
Miguez
Jose M Antelo
JM
Departamento de Química InorgAnica, Facultad de Química, Universidad de Santiago de Compostela, E-15782, Spain.
Adrio
Luis Angel
LA
Sousa-Pedrares
Antonio
A
Vila
Jose M
JM
Hii
King Kuok Mimi
KK
D001897:Boronic Acids / Q000737:chemistry; D002722:Chlorobenzenes / Q000737:chemistry; D013730:Terphenyl Compounds / Q000138:chemical synthesis*
D001897:Boronic Acids; D002722:Chlorobenzenes; D013730:Terphenyl Compounds; C031294:chlorobenzene