The Combination of l-Butyl-3-methylimidazolium Bromide and TrichJoro(trifluoromethanesulfonato)titanium(TV) as a New Protocol forthe Synthesis of Aryl Nitriles

摘要

Nitriles are one of the most important precursors in organic synthesis. These compounds are used for the preparation of esters, amides, carboxylic acids, amines and thioamides. Nitriles have also found widespread application in preparation of heterocycles as tetrazoles.The classical method for the synthesis of alkyl nitriles is the reaction of alkyl halides with highly toxic metal cyanide via a nucleophilic pathway. However, this reaction induces one-carbon homologation. Recently, Togo and co-workers reported the conversion of alkyl halides into corresponding nitriles with retention of the number of carbon atoms by molecular iodine and DIH. Nitriles can also be obtained by the direct transformation of alcohols, aldehydes, carboxylic acids and aldoxime ethers, dehydration of amides, oxidation of primary amines and reduction of primary aliphatic nitro compounds.