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Synthesis 2008(20): 3351-3355
DOI: 10.1055/s-0028-1083161
DOI: 10.1055/s-0028-1083161
PSP
© Georg Thieme Verlag
Stuttgart ˙ New York
A Bio-inspired Copper Catalyst System for Practical Catalytic Cyanation of Aryl Bromides
Further Information
Received
4 June 2008
Publication Date:
25 September 2008 (online)
Publication History
Publication Date:
25 September 2008 (online)
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Abstract
A general and environmentally improved protocol for the cyanation of aryl halides with the nontoxic cyanide source potassium hexacyanoferrate(II) {K4[Fe(CN)6]} using copper catalysis and a ligand system based on 1-alkyl-1H-imidazoles is presented. The advantages of this system are a wide substrate range, high selectivity, easy handling, and inexpensive reagents.
Key words
copper(I) - cyanation - alkylimidazoles - bromoarenes - nitriles
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References
The price per mol CN- is 1.6 for K4[Fe(CN)6]˙3 H2O (5 kg, 99%, technical grade) and 2.0 for KCN (6 kg, 96%, technical grade); source Sigma-Aldrich Chemicals Catalogue 2008.