Reactivity of 2-formylphenylboronic acid toward secondary aromatic amines in amination–reduction reactions
Agnieszka Adamczyk-Woźniak , Raluca M. Fratila , Izabela Madura , Alicja Pawełko , Andrzej Sporzyński , Marta Tumanowicz , Aldrik H. Velders , Jacek Żyła
AbstractThe 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.
|Journal series||Tetrahedron Letters, ISSN 0040-4039, (A 30 pkt)|
|Keywords in English||Amination–reduction, Aromatic secondary amines, benzoxaborole, Boronic acids|
|ASJC Classification||; ;|
|Publication indicators||= 16; = 12; : 2014 = 0.796; : 2011 = 2.683 (2) - 2011=2.588 (5)|
|Citation count*||11 (2016-06-01)|
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or Perish system.