Premium
Continuous Synthesis of Aryl Amines from Phenols Utilizing Integrated Packed‐Bed Flow Systems
Author(s) -
Ichitsuka Tomohiro,
Takahashi Ikko,
Koumura Nagatoshi,
Sato Kazuhiko,
Kobayashi Shū
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202005109
Subject(s) - amination , aryl , phenols , chemistry , amine gas treating , flow chemistry , continuous flow , organic chemistry , combinatorial chemistry , selectivity , catalysis , alkyl , physics , mechanics
Aryl amines are important pharmaceutical intermediates among other numerous applications. Herein, an environmentally benign route and novel approach to aryl amine synthesis using dehydrative amination of phenols with amines and styrene under continuous‐flow conditions was developed. Inexpensive and readily available phenols were efficiently converted into the corresponding aryl amines, with small amounts of easily removable co‐products (i.e., H 2 O and alkanes), in multistep continuous‐flow reactors in the presence of heterogeneous Pd catalysts. The high product selectivity and functional‐group tolerance of this method allowed aryl amines with diverse functional groups to be selectively obtained in high yields over a continuous operation time of one week.