Palladium-Catalyzed Annulation of Acyloximes with Arynes (or Alkynes): Synthesis of Phenanthridines and Isoquinolines†
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
Search for more papers by this authorLuc 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
Search for more papers by this authorJieping 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
Search for more papers by this authorThibaud 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
Search for more papers by this authorLuc 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
Search for more papers by this authorJieping 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
Search for more papers by this authorFinancial 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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