'Green' Methodology for Efficient and Selective Benzoylation of Nucleosides Using Benzoyl Cyanide in an Ionic Liquid

Overview

Journal Bioorg Med Chem

Specialties Biochemistry
Chemistry

Date 2005 Jun 1

PMID 15921912

Citations 8

Authors

Ashok K Prasad

Vineet Kumar

Shashwat Malhotra

Vasulinga T Ravikumar

Yogesh S Sanghvi

Virinder S Parmar

Affiliations

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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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