4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 48, Issue 53, Pages 6744-6746

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cc32975a

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Funding

  1. MICINN (Spain)
  2. FEDER [CTQ2007-60808/BQU]
  3. Fundacion Seneca [04539/GERM/06]

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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.

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