Publication
Title
Amine activation : N-arylamino acid amide synthesis from isothioureas and amino acids
Author
Zhu, Yan-Ping
Mampuys, Pieter
Sergeyev, Sergey
Ballet, Steven
Maes, Bert U.W.
Abstract
N-arylamino acid amides have been synthesized via a novel method based on N-arylamine activation into isothioureas followed by reaction with amino acids under iron catalysis. The activated N-arylamines are easily prepared using a three-component reaction with commercial reagents, tert-butylisocyanide and S-phenyl benzenethiosulfonate. The protocol shows a broad functional group compatibility, with respect to side chain functionality of the amino acid (e. g. aliphatic and aromatic OH, (hetero)aromatic NH, amide NH, thioether), and the chiral amino acids do not undergo epimerization. The mechanism of the new amide synthesis has been studied.
Language
English
Source (journal)
Advanced synthesis and catalysis. - Weinheim, 2001, currens
Publication
Weinheim : 2017
ISSN
1615-4150 [print]
1615-4169 [online]
DOI
10.1002/ADSC.201700134
Volume/pages
359 :14 (2017) , p. 2481-2498
ISI
000405550800020
Full text (Publisher's DOI)
https://doi.org/10.1002/ADSC.201700134
Full text (open access)
  https://repository.uantwerpen.be/docman/irua/da4a43/144037_2018_06_15.pdf
Full text (publisher's version - intranet only)
  https://repository.uantwerpen.be/docman/iruaauth/d6faa6/144037.pdf
UAntwerpen
Faculty/Department
Faculty of Sciences. Chemistry 
Research group
Project info
Sustainable Synthesis of Amides (SUSAMIDE).
Chemical Manufacturing Methods for the 21st Century Pharmaceuticals Industries (CHEM21).
Transition metal-catalyzed amide cleavage.
Durable chemical processes for the synthesis of fine chemicals.
Transition metal catalyzed transformation of amides.
Publication type
A1 Journal article 
Subject
Chemistry 
Affiliation
Publications with a UAntwerp address
External links
Web of Science
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Record
Identifier c:irua:144037
Creation 04.07.2017
Last edited 02.10.2024
To cite this reference
https://hdl.handle.net/10067/1440370151162165141