'Green' methodology for efficient and selective benzoylation of nucleosides using benzoyl cyanide in an ionic liquid
Ashok K Prasad1, Vineet Kumar, Shashwat Malhotra
1Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India. ashokenzyme@yahoo.com
Abstract:
Benzoyl cyanide in the ionic liquid 1-methoxyethyl-3-methylimidazolium methanesulfonate has been employed as a 'green' alternative and mild reaction condition protocol to conventional pyridine-benzoyl chloride system for efficient and selective benzoylation of nucleosides (of both the ribo- and deoxyribo-series) at ambient temperatures. The use of benzoyl cyanide-ionic liquid combination has been successfully extended for highly efficient benzoylation of phenols, aromatic amines, benzyl alcohol, aliphatic diols, 3-aminophenol and 2-aminobenzylalcohol, which indicates the versatility of this benzoylating system.
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