Journal
CHEMICAL COMMUNICATIONS
Volume 53, Issue 62, Pages 8770-8773Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc04761d
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Funding
- National Natural Science Foundation of China [21532003, 21421062, 21625204]
- National Basic Research Program of China [2012CB821600]
- 111'' project of the Ministry of Education of China [B06005]
- National Program for Support of Top-notch Young Professionals
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A copper-catalyzed Mannich-type oxidative beta-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 beta-functionalization of the tertiary amines.
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