A new synthetic pathway based on one-pot sequential aza-Michael addition and photoCuAAC click reactions

被引:5
|
作者
Yin, Boyang [1 ]
Croutxe-Barghorn, Celine [1 ]
Delaite, Christelle [1 ]
Allonas, Xavier [1 ]
机构
[1] Univ Haute Alsace, Lab Macromol Photochem & Engn, 3 Rue Alfred Werner, F-68093 Mulhouse, France
关键词
TRANSFER RADICAL POLYMERIZATION; 1,3-DIPOLAR CYCLOADDITION; HETEROGENEOUS CATALYST; ORGANIC AZIDES; EFFICIENT; CUAAC; COMPLEXES; REDUCTION; CHEMISTRY; SPECTRA;
D O I
10.1039/c8ra10011j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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-1 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.
引用
收藏
页码:4824 / 4831
页数:8
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