Hydro-dediazoniation of diazonium salts using trichlorosilane: new cleavage conditions for the T1 traceless linker

An efficient, selective cleavage of triazenes and in situ hydro-dediazoniation of the intermediately formed diazonium salts with trichlorosilane (HSiCl3) in liquid as well on solid phase is reported. Starting from anilines, attachment to solid support and subsequent cleavage gives rise to the corresponding unsubstituted arenes. This cleavage reagent is compatible with various functionalities (esters, amides, nitro groups, halides, aliphatic double and triple bonds).