4.7 Article

Benzyne-benzyne-RNC or CO triple sequential insertion into the Pd-C bond: synthesis of ten-membered N-heterocycles through stable ten- and eleven-membered palladacycles

Journal

CHEMICAL COMMUNICATIONS
Volume 49, Issue 73, Pages 7997-7999

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3cc43049a

Keywords

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Funding

  1. MINECO (Spain)
  2. FEDER [CTQ2007-60808/BQU, CTQ2011-24016]
  3. Fundacion Seneca [04539/GERM/06]

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Insertion of two molecules of benzyne into the Pd-C bond of an ortho-palladated derivative of homoveratrylamine allows the synthesis and XRD characterization of a ten-membered palladacycle, which further reacts with CO or RCN to afford, upon depalladation, tribenzazecine derivatives. The iminoacyl eleven-membered palladacycle intermediate can also be isolated.

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