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Dr. Guangwu Zhang, Yan Zhao and Prof. Dr. Haibo Ge Copper-Catalyzed Aerobic Intramolecular Dehydrogenative Cyclization of N,N-Disubstituted Hydrazones through C sp 3[BOND]H Functionalization Angewandte Chemie International Edition 52

Version of Record online: 23 JAN 2013 | DOI: 10.1002/anie.201209618

Thumbnail image of graphical abstract

An aerobic activity: The title reaction proceeds through an oxidation/cyclization/aromatization sequence under an atmosphere of O2 (see scheme; DBU=1,8-diazabicyclo[5.4.0]undec-7-ene, DCE=1,2-dichloroethane, DMS=dimethylsulfide). This coupling reaction is the first to proceed via an iminium intermediate for a Cmath image[BOND]H bond-functionalization process, and provides an environmentally friendly and atom-efficient access to substituted pyrazoles.

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