Issue 53, 2012
From the journal:

Chemical Communications

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†

José-Antonio García-López,a   María-José Oliva-Madrid,a   Isabel Saura-Llamas,*a   Delia Bautistab  and  José Vicente*a  

* Corresponding authors

a Grupo de Química Organometálica, Departamento de Química Inorgánica, Facultad de Química, Universidad de Murcia, Aptdo. 4021, E-30071 Murcia, Spain
E-mail: joangalo@um.es, mjoliva@um.es, ims@um.es, jvs1@um.es

b SAI, Universidad de Murcia, Aptdo. 4021, E-30071 Murcia, Spain
E-mail: dbc@um.es

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

DOI
https://doi.org/10.1039/C2CC32975A
Article type
Communication
Submitted
26 Apr 2012
Accepted
15 May 2012
First published
16 May 2012

Chem. Commun., 2012,48, 6744-6746

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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

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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