Volume 48, Issue 3 pp. 572-577
Communication

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

Thibaud Gerfaud

Thibaud Gerfaud

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

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Luc Neuville Dr.

Luc Neuville Dr.

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

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Jieping Zhu Dr.

Jieping Zhu Dr.

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

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First published: 29 December 2008
Citations: 298

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

Graphical Abstract

Intermolecular insertion: A palladium-catalyzed domino aminopalladation/ CH 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.

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