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Issue 53, 2012
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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

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Abstract

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.

Graphical abstract: 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

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Article information


Submitted
26 Apr 2012
Accepted
15 May 2012
First published
16 May 2012

Chem. Commun., 2012,48, 6744-6746
Article type
Communication

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

J. García-López, M. Oliva-Madrid, I. Saura-Llamas, D. Bautista and J. Vicente, Chem. Commun., 2012, 48, 6744
DOI: 10.1039/C2CC32975A

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