Communication

Palladium-Catalyzed Annulation of Acyloximes with Arynes (or Alkynes): Synthesis of Phenanthridines and Isoquinolines†

  1. Thibaud Gerfaud,
  2. Luc Neuville Dr.,
  3. Jieping Zhu Dr.

Article first published online: 9 DEC 2008

DOI: 10.1002/anie.200804683

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 48, Issue 3, pages 572–577, January 5, 2009

Additional Information

How to Cite

Gerfaud, T., Neuville, L. and Zhu, J. (2009), Palladium-Catalyzed Annulation of Acyloximes with Arynes (or Alkynes): Synthesis of Phenanthridines and Isoquinolines. Angew. Chem. Int. Ed., 48: 572–577. doi: 10.1002/anie.200804683

Author Information

  1. Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette Cedex (France), Fax: (+33) 1-6907-7247 http://www.icsn.cnrs-gif.fr/article.php3?id_article=122

  1. †

    Financial support from CNRS and the Institut de Chimie des Substances Naturelles are gratefully acknowledged. T.G. thanks the institute for a doctoral fellowships.

Publication History

  1. Issue published online: 29 DEC 2008
  2. Article first published online: 9 DEC 2008
  3. Manuscript Received: 24 SEP 2008

Funded by

  • CNRS
  • Institut de Chimie des Substances Naturelles

SEARCH

SEARCH BY CITATION

ARTICLE TOOLS

View Full Article with Supporting Information (HTML) Get PDF (370K)

Keywords:

  • arynes;
  • domino reactions;
  • heterocycles;
  • oximes;
  • palladium
Thumbnail image of graphical abstract

Intermolecular insertion: A palladium-catalyzed domino aminopalladation/ C[BOND]H functionalization sequence has been developed, and provides access to functionalized phenanthridines and isoquinolines (see scheme; Tf=triflate, TMS=trimethylsilyl, M.S.=molecular sieves). The use of butyronitrile as the solvent is determinant to the success of the domino process.

View Full Article with Supporting Information (HTML) Get PDF (370K)