Abstract We prepared four 2-(aminomethyl) arylboronic acids and studied their reactivity in the Suzuki-Miyaura coupling reaction with different aryl halides. We observed significant increases in yields and shorter reaction times when the amine adjacent to the boronic acid was protected by a tert-butyloxycarbonyl (t-Boc) group. We then investigated the origin of the greater reactivity of Nt-Boc-protected substrates with regard to the potential role of an NB ...
