Haloamines as Bifunctional Reagents for Oxidative Aminohalogenation of Maleimides
Xueying Zhou, Yujing Yao, Caihong Wang, Yaling Xu, Wenliang Zhang, Yunfei Ma and Ge Wu*
*School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou 325035, People’s
Republic of China, Email: wugewmu.edu.cn
X. Zhou, Y. Yao, C. Wang, Y. Xu, W. Zhang, Y. Ma, G. Wu, Org. Lett., 2021, 23, 3669-3673.
DOI: 10.1021/acs.orglett.1c01052
see article for more reactions
Abstract
The use of secondary amines and NXS (X = Cl, Br, I) enables an unprecedented copper-catalyzed oxidative aminohalogenation of electron-deficient maleimides. This simple and green multicomponent reaction offers late-stage modification of drug molecules and in situ formation of N-iodoamines for efficient alkene aminoiodination.
see article for more examples
proposed mechanism
Key Words
Maleimides, NCS, oxygen, multicomponent reactions
ID: J54-Y2021