One-pot synthetic protocols of novel azido functionalized silane coupling agents from corresponding terminal mesylated or tosylated 1-olefins were developed. Azido groups were successfully converted to the corresponding 1,2,3-triazol ring by the copper-catalyzed azido alkyne coupling (CuAAC) reaction without alkoxysilane decomposition. The CuAAC product was readily grafted onto the silica surface in good yield. ... [Supplementary materials are available for this ...