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)
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.