Inspired by the Tyrer process to C(sp 2 )-sulfonated aryl systems and the potential intermediacy of an N(sp 2 )arylsulfamate, we considered whether the mild sulfating reagent: tributylsulfoammonium betaine (TBSAB), would give rise to different reactivity profiles, chemoselectivity or regioselectivity due to the N-tributyl ammonium counterion or a more convenient preparation to C-sulfonated molecules.