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Copper-Catalyzed Aliphatic C-H Amination with an Amidine Moiety

Hui Chen, Stephen Sanjaya, Yi-Feng Wang and Shunsuke Chiba*

*Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore, Email: shunsukentu.edu.sg

H. Chen, S. Synjaya, Y.-F. Wang, S. Chiba, Org. Lett., 2013, 15, 212-215.

DOI: 10.1021/ol303302r (free Supporting Information)


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Abstract

The use of Cu(OAc)2 as the catalyst in the presence of PhI(OAc)2 and K3PO4 enables an amination of aliphatic C-H bonds of N-alkylamidines to yield dihydroimidazoles and tetrahydropyrimidines. A subsequent hydride reduction gives the corresponding diamines.

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Key Words

2-imidazolines, Iodosobenzene Diacetate


ID: J54-Y2013-0140