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Copper-Catalyzed Domino Halide Exchange-Cyanation of Aryl Bromides

Jacopo Zanon, Artis Klapars and Stephen L. Buchwald*

*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, Email: sbuchwalmit.edu

J. Zanon, A. Klapars, S. L. Buchwald, J. Am. Chem. Soc., 2003, 125, 2890-2891.

DOI: 10.1021/ja0299708 (free Supporting Information)


Abstract

An efficient, mild, and inexpensive copper-catalyzed domino halogen exchange-cyanation procedure for aryl bromides was developed. The new method represents a significant improvement over the traditional Rosenmund-von Braun reaction: the use of catalytic amounts of copper and an apolar solvent greatly simplifies the isolation and purification. In addition, the new method exhibits excellent functional group compatibility.



Key Words

Cyanations, Rosenmund-von Braun Reaction


ID: J48-Y2002-1260