FeCl2-Mediated Regioselective Aminochlorination and Aminoazidation of Styrenes with Trifluoromethanesulfonyl Azide.

ABSTRACT

An efficient aminochlorination reaction of stryenes is described using N3SO2CF3 as an amination reagent and FeCl2 as a chloride source. The operationally simple procedure features mild reaction conditions, good functional group compatibility, and high regioselectivity. An example of aminobromination using FeBr2 is also realized. Additionally, a one-pot aminoazidation of styrenes is achieved by adding sodium azide to the reaction. The gram-scale synthesis and downstream derivatization of the products are showcased as well.