Copper‐Catalyzed Site‐Selective Intramolecular Amidation of Unactivated C(sp3)H Bonds |
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| Authors: | Dr Xuesong Wu Yan Zhao Dr Guangwu Zhang Prof?Dr Haibo Ge |
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| Institution: | 1. Department of Chemistry and Chemical Biology, Indiana University Purdue University Indianapolis, Indianapolis, IN 46202 (USA);2. Institute of Chemistry and BioMedical Sciences and School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093 (P.R. China) |
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| Abstract: | The intramolecular dehydrogenative amidation of aliphatic amides, directed by a bidentate ligand, was developed using a copper‐catalyzed sp3 C? H bond functionalization process. The reaction favors predominantly the C? H bonds of β‐methyl groups over the unactivated methylene C? H bonds. Moreover, a preference for activating sp3 C? H bonds of β‐methyl groups, via a five‐membered ring intermediate, over the aromatic sp2 C? H bonds was also observed in the cyclometalation step. Additionally, sp3 C? H bonds of unactivated secondary sp3 C? H bonds could be functionalized by favoring the ring carbon atoms over the linear carbon atoms. |
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| Keywords: | C H activation copper heterocycles homogeneous catalysis synthetic methods |
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