Organic Chemistry Portal



Direct Oxidative Coupling of Enamines and Electron-Deficient Amines: TBAI/TBHP-Mediated Synthesis of Substituted Diaminoalkenes under Metal-Free Conditions

Yucheng Yuan, Wenjuan Hou, Daisy Zhang-Negrerie, Kang Zhao and Yunfei Du*

*School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China, Email:

Y. Yuan, W. Hou, D. Zhang-Negrerie, K. Zhaou, Y. Du, Org. Lett., 2014, 16, 5410-5113.

DOI: 10.1021/ol5026525 (free Supporting Information)

see article for more reactions


TBAI as catalyst and TBHP as oxidant enable a metal-free cross-coupling of enamines and electron-deficient amines through oxidative C(sp2)-N bond formation. This efficient organocatalytic synthesis of synthetically useful diaminoalkene derivatives features readily available starting materials and wide substrate scope.

see article for more examples

Key Words

α-Ketoenamines, Imides, TBHP

ID: J54-Y2014