Direct C–N bond cleavage of N-vinyl or N-allyl arylamines: a metal-free strategy for N-devinylation and N-deallylation

Abstract A simple and convenient N-devinylation and N-deallylation strategy for N -vinyl and N -allyl arylamines in the presence of TFA/oxone is presented with the formation of selective ortho -hydroxylated and N -trifluoroacylated arylamine product in good yields. This method is important for protection/deprotection of arylamines in organic synthesis and useful as a medicinal chemistry tool at late stage modifications in drug discovery programs.