'Green' methodology for efficient and selective benzoylation of nucleosides using benzoyl cyanide in an ionic liquid.
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.
Prasad
Ashok K
AK
Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India. ashokenzyme@yahoo.com
Kumar
Vineet
V
Malhotra
Shashwat
S
Ravikumar
Vasulinga T
VT
Sanghvi
Yogesh S
YS
Parmar
Virinder S
VS
D001565:Benzoates / Q000737:chemistry*; D003486:Cyanides / Q000737:chemistry*; D007477:Ions; D009682:Magnetic Resonance Spectroscopy; D009705:Nucleosides / Q000737:chemistry*
D001565:Benzoates; D003486:Cyanides; D007477:Ions; D009705:Nucleosides