Haloamines as Bifunctional Reagents for Oxidative Aminohalogenation of Maleimides.

Haloamines as Bifunctional Reagents for Oxidative Aminohalogenation of Maleimides.
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DOI:
10.1021/acs.orglett.1c01052
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发表时间:
2021-04
期刊:
影响因子:
5.2
通讯作者:
Xueying Zhou;Yujing Yao;Caihong Wang;Yaling Xu;Wenliang Zhang;Yunfei Ma;Ge Wu
Xueying Zhou;Yujing Yao;Caihong Wang;Yaling Xu;Wenliang Zhang;Yunfei Ma;Ge Wu
中科院分区:
化学1区
文献类型:
--
作者:
Xueying Zhou;Yujing Yao;Caihong Wang;Yaling Xu;Wenliang Zhang;Yunfei Ma;Ge Wu

文献摘要

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以原位生成的N-X键为双官能化试剂,研究了缺电子马来酰亚胺与仲胺和NXS(X=Cl,Br1,I)在铜催化下的氧化氨卤化反应。这种多组分反应的显著特点包括简单的绿色催化系统,光谱底物范围,以及药物分子的后期修饰。最重要的是,这种Upolung自由基级联策略利用了N-碘胺的原位形成,从而实现了有效的烯烃氨基碘化。
An unprecedented copper-catalyzed oxidative aminohalogenation of electron-deficient maleimides with secondary amines and NXS (X = Cl, Br, I) was developed, in which the N-X bonds generated in situ were used as difunctionalized reagents. The distinctive features of this multicomponent reaction include a simple green catalytic system, a spectral substrate range, and the late-stage modification of drug molecules. Most importantly, this umpolung radical cascade strategy exploits the in situ formation of N-iodoamines that enable efficient alkene aminoiodination.