A new synthetic pathway based on one-pot sequential aza-Michael addition and photoCuAAC click reactions.
Fiche publication
Date publication
février 2019
Journal
RSC advances
Auteurs
Membres identifiés du Cancéropôle Est :
Pr ALLONAS Xavier
Tous les auteurs :
Yin B, Croutxé-Barghorn C, Delaite C, Allonas X
Lien Pubmed
Résumé
A solvent-free process is described for the synthesis of tailor-made molecules from a one-pot, two-step approach combining aza-Michael addition and photoinduced copper(i) catalysed azide-alkyne (photo-CuAAC) reactions. After the first reaction between an amine and an acrylate, cycloaddition between an azide and an alkyne is activated by light irradiation in the presence of a copper complex. The kinetics of the aza-Michael addition and photo-CuAAC reaction were investigated by liquid state H NMR spectroscopy and real-time Fourier transform infrared spectroscopy. This new process represents a well-defined spatio-temporal pathway to the synthesis of bespoke intermediate molecules for various applications.
Référence
RSC Adv. 2019 Feb 5;9(9):4824-4831