Synthesis of [(1,2,3-Triazol-1-yl)methyl]boronic Acids Through Click Chemistry: Easy Access to a Potential Scaffold for Protease Inhibitors

摘要

Stereoselective synthesis of previously unreported [(1,2,3-triazol-1-yl)methyl]boronic acids has been achieved from azidomethylboronates by copper-catalyzed azide–alkyne cycloaddition reaction. The proximity of the cycloaddition reaction center to the boronic group is not detrimental to the stability of the sp3 C–B bond or to the stereoisomeric composition, which further expands the field of application of click chemistry to new boronate substrates and offers a new potential scaffold for protease inhibitors.