A dicationic, podand-like, ionic liquid water system accelerated copper-catalyzed azide-alkyne click reaction

In this work, an effective, task specific, dicationic, podand-like ionic liquid was synthesized and applied to improve the capability features of click reaction. Moreover, to broaden the scope and decreasing the serious limitations of preparation methods of organic azides, a simple green procedure for the preparation of alkyl azides, the fundamental starting materials in click reactions, from alcohols under solvent-free conditions and microwave irradiation has been reported, for the first time.

A series of one-pot, copper-catalyzed, azide-alkyne cycloaddtion (CuAAC) reactions starting with alcohols, tosyl chloride, sodium azide and a terminal alkyne were carried out successfully, affording 1,4-disubstituted-1,2,3-triazoles with good to high yields in an effective and easy-to-prepare dicationic, podand-like, ionic liquid (IL) to broaden the scope of the paradigm of click chemistry.Figure optionsDownload as PowerPoint slide