Issue 3, 2011

Preparation of benzolactams by Pd(ii)-catalyzed carbonylation of N-unprotected arylethylamines

Abstract

An unprecedented NH2-directed Pd(II)-catalytic carbonylation of quaternary aromatic α-amino esters to yield 6-membered benzolactams has been developed. The reaction shows a strong bias to 6-membered lactams over 5-membered ones. The steric hindrance around the amino group seems to be pivotal for the success of the process.

Graphical abstract: Preparation of benzolactams by Pd(ii)-catalyzed carbonylation of N-unprotected arylethylamines

Supplementary files

Article information

Article type
Communication
Submitted
25 Aug 2010
Accepted
21 Oct 2010
First published
15 Nov 2010

Chem. Commun., 2011,47, 1054-1056

Preparation of benzolactams by Pd(II)-catalyzed carbonylation of N-unprotected arylethylamines

B. López, A. Rodriguez, D. Santos, J. Albert, X. Ariza, J. Garcia and J. Granell, Chem. Commun., 2011, 47, 1054 DOI: 10.1039/C0CC03478A

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