Iron-Mediated Regioselective C–H Chalcogenation of Tyrosine Derivatives Using Mechanochemistry

An iron-mediated direct chalcogenation of tyrosine-containing peptides has been developed. This protocol operates under mechanochemical conditions and exhibits broad functional group tolerance. Furthermore, the synthetic utility of this protocol was demonstrated by the late-stage functionalization of pharmaceutical compounds. Preliminary mechanistic studies indicated that a radical pathway is likely to be operative.