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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

2012; Royal Society of Chemistry; Volume: 48; Issue: 53 Linguagem: Inglês

10.1039/c2cc32975a

1364-548X

José-Antonio Garcı́a-López, María‐José Oliva‐Madrid, Isabel Saura‐Llamas, Delia Bautista, José Vicente,

Chemical synthesis and alkaloids

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.