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Mild and General Methods for the Palladium-Catalyzed Cyanation of Aryl and Heteroaryl Chlorides

Adam Littke, Maxime Soumeillant*, Robert F. Kaltenbach III, Robert J. Cherney, Christine M. Tarby and Susanne Kiau

*Process Research and Development, Bristol-Myers Squibb Pharmaceutical Research Institute, P.O. Box 4000, Princeton, New Jersey 08543-4000, Email: maxime.soumeillantbms.com

A. Littke, M. Soumeillant, R. F. Kaltenbach III, R. J. Cherney, C. M. Tarby, S. Kiau, Org. Lett., 2007, 9, 1711-1714.

DOI: 10.1021/ol070372d (free Supporting Information)


Abstract

A palladium-catalyzed cyanation allows the conversion of highly challenging electron-rich aryl chlorides, in addition to electron-neutral and electron-deficient substrates, as well as nitrogen- and sulfur-containing heteroaryl chlorides under relatively mild conditions in the presence of sterically demanding, electron-rich phosphines as ligands.

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Key Words

Cyanation


ID: J54-Y2007-1260