Reactivity of 2-formylphenylboronic acid toward secondary aromatic amines in amination–reduction reactions

Agnieszka Adamczyk-Wozniak, R.M. Fratila, Izabela D. Madura, Alicja Pawelko, Andrzej Sporzynski, Marta Tumanowicz, Aldrik Velders, Jacek Zyla

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19 Citations (Scopus)

Abstract

The synthesis of 2-(arylaminomethyl)phenylboronic acid via an amination–reduction reaction has been investigated within a model system comprising 2-formylphenylboronic acid and N-ethylaniline. Adoption of the appropriate reaction conditions influences the reactivity of 2-formylphenylboronic acid, enabling efficient synthesis of so-far unobtainable 2-(arylaminomethyl)phenylboronic compounds. The first crystal structure of the aromatic amine derivative has been determined and described.
Original languageEnglish
Pages (from-to)6639-6642
JournalTetrahedron letters
Volume52
Issue number49
DOIs
Publication statusPublished - 2011

Keywords

  • IR-104361
  • METIS-283621

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    Adamczyk-Wozniak, A., Fratila, R. M., Madura, I. D., Pawelko, A., Sporzynski, A., Tumanowicz, M., ... Zyla, J. (2011). Reactivity of 2-formylphenylboronic acid toward secondary aromatic amines in amination–reduction reactions. Tetrahedron letters, 52(49), 6639-6642. https://doi.org/10.1016/j.tetlet.2011.10.008