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Published on: August 12, 2019
Copper-Catalyzed Deaminative Amination of Primary Amines Enabled by a Deaminating Reagent
Xin-Lan Zhao1, Hua Zhang1, Da-Song Chen1
1College of Chemistry and Materials Science, Sichuan Normal University, 5 Jingan Road, Chengdu 610068, People's Republic of China.
Abstract:
We report a copper-catalyzed deaminative sp3 C-N cross-coupling of primary alkyl amines with N-heteroarenes, enabled by a deaminating reagent that generates alkyl radicals in situ. The method features general conditions, a broad substrate scope, excellent functional group tolerance, and successful late-stage functionalization of bioactive compounds. Mechanistic studies support a radical cross-coupling pathway. This approach significantly expands the scope of alkyl radical precursors for copper-mediated sp3 C-N bond formation.
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