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

被引:17
作者
Adamczyk-Wozniak, Agnieszka [1 ]
Fratila, Raluca M. [2 ]
Madura, Izabela D. [1 ]
Pawelko, Alicja [1 ]
Sporzynski, Andrzej [1 ]
Tumanowicz, Marta [1 ]
Velders, Aldrik H. [2 ]
Zyla, Jacek [1 ]
机构
[1] Warsaw Univ Technol, Fac Chem, PL-00664 Warsaw, Poland
[2] Univ Twente, Lab Supramol Chem & Technol, Fac Sci & Technol, MESA Inst Nanotechnol,MIRA Inst Biomed Chem & Tec, NL-7500 AE Enschede, Netherlands
关键词
Boronic acids; Amination-reduction; Aromatic secondary amines; Benzoxaborole; HYDROGEN-BOND PATTERNS; GLUCOSE;
D O I
10.1016/j.tetlet.2011.10.008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 2-(arylaminomethyl)phenylboronic acid via an animation-reduction reaction has been investigated within a model system comprising 2-formylphenylboronic acid 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. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6639 / 6642
页数:4
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