Insertion of benzyne into the Pd-C bond. Synthesis of unnatural amino acid derivatives by sequential insertion of benzyne and CO: 2,2'-functionalized biaryls containing alkylamino and carboxymethyl substituents. Isolation of stable carbopalladated-benzyne intermediates.
Reaction of ortho-palladated derivatives of phentermine and homoveratrylamine with benzyne allows the synthesis of enlarged eight-membered palladacycles resulting from the insertion of the aryne into the Pd-C bond, which subsequently react with CO, to render unnatural amino acid derivatives.
Grupo de Química Organometálica, Departamento de Química Inorgánica, Facultad de Química, Universidad de Murcia, Aptdo. 4021, E-30071 Murcia, Spain. joangalo@um.es
José-Antonio
JA
García-López
María-José
MJ
Oliva-Madrid
Isabel
I
Saura-Llamas
Delia
D
Bautista
José
J
Vicente
D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry*; D001555:Benzene Derivatives / Q000737:chemistry*; D002248:Carbon Monoxide / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*
D000596:Amino Acids; D001555:Benzene Derivatives; D009942:Organometallic Compounds; C524146:benzyne; D010165:Palladium; D002248:Carbon Monoxide