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Copper-catalyzed Mannich-type oxidative β-functionalization of tertiary amines

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Abstract

A copper-catalyzed Mannich-type oxidative β-functionalization reaction of amines has been developed. In the presence of an oxidant and a copper catalyst, tertiary amines reacted with N-tosylimines, providing synthetically important 1,3-diamines and enamines, respectively. Preliminary mechanistic studies suggested that the oxidation of the tertiary amine to the enamine intermediate triggers subsequent Mannich-type reactions with N-tosylimines and thus enables the direct β-functionalization of the tertiary amines.

Graphical abstract: Copper-catalyzed Mannich-type oxidative β-functionalization of tertiary amines

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Publication details

The article was received on 19 Jun 2017, accepted on 10 Jul 2017 and first published on 10 Jul 2017


Article type: Communication
DOI: 10.1039/C7CC04761D
Citation: Chem. Commun., 2017, Advance Article
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    Copper-catalyzed Mannich-type oxidative β-functionalization of tertiary amines

    M. Zhou, S. Zhu and Q. Zhou, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC04761D

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