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可见光促进三级胺α位C(sp3)—H键的胺化反应研究

本站小编 Free考研考试/2022-02-14

摘要/Abstract



报道了可见光催化氧化还原循环促进三级胺α位C(sp3)—H键的胺化反应.该反应使用简单、易得的N-苯甲酰氧基邻苯二甲酰亚胺为氨基自由基前体,利用廉价、可再生的可见光作为绿色能源,首次实现了一系列NN-二甲基苯胺衍生物的α位C(sp3)—H键的直接胺化.该方法涉及双自由基交叉偶联机理,具有条件温和、收率与官能团兼容性良好以及底物适用范围广的特点,为三级胺类化合物的官能团修饰提供了一种简单、安全、便利的新途径.
关键词: 光催化氧化还原循环, 氮自由基, 胺化反应, C—H官能团化, 自由基偶联
Herein, the visible-light-induced α-C(sp3)—H amination reactions of tertiary amines were reported. By using readily available 1,3-dioxoisoindolin-2-yl benzoate as precursor of N-radical and blue LEDs as green and sustainable energy source, the α-C(sp3)—H bonds of various N,N-dimethylaniline derivatives were aminated directly. Based on radical trapping experiment and documented literature, a mechanism involving radicals coupling was proposed. This method featured in mild reaction conditions and good functional group tolerance, which provides a simple and practical protocol to the modification of tertiary amines.
Key words: photoredox catalysis, N-radical, amination reaction, C—H functionalization, radicals coupling


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