Efficient preparation of 2-aminomethylbiphenyls via suzuki-miyaura reactions

PL Boudreault, S Cardinal, N Voyer

Index: Boudreault, Pierre-Luc; Cardinal, Sebastien; Voyer, Normand Synlett, 2010 , # 16 p. 2449 - 2452

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Abstract

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 ...