4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 47, Issue 3, Pages 1054-1056

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c0cc03478a

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Funding

  1. Ministerio de Educacion y Ciencia [CTQ2009-09692, CTQ2009-11501]

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An unprecedented NH2-directed Pd(II)-catalytic carbonylation of quaternary aromatic alpha-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.

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