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Issue 11, 2012
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Per-6-amino-β-cyclodextrin/CuI catalysed cyanation of aryl halides with K4[Fe(CN)6]

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Abstract

Efficient cyanation of aryl halides is achieved using less toxic K4[Fe(CN)6] as the reagent and amino-β-cyclodextrins as supramolecular ligands for CuI. Four different amino cyclodextrins viz. per-6-amino-β-CD, per-6-methylamino-β-CD, per-6-butyl-amino-β-CD and mono-6-amino-β-CD are prepared and studied. Aryl and heteroaryl nitriles are obtained in good to excellent yield for even bromo derivatives of flavone and 2-aminopyrans. This system uses catalytic amounts (10 mol%) of both copper iodide and per-6-amino-β-cyclodextrin. Easy separation, the absence of nitrogen atmosphere and excellent yield are the other significant outcomes of this protocol.

Graphical abstract: Per-6-amino-β-cyclodextrin/CuI catalysed cyanation of aryl halides with K4[Fe(CN)6]

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Supplementary files

Article information


Submitted
29 Jun 2012
Accepted
22 Aug 2012
First published
22 Aug 2012

New J. Chem., 2012,36, 2334-2339
Article type
Paper

Per-6-amino-β-cyclodextrin/CuI catalysed cyanation of aryl halides with K4[Fe(CN)6]

I. A. Azath, P. Suresh and K. Pitchumani, New J. Chem., 2012, 36, 2334 DOI: 10.1039/C2NJ40556C

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