4.8 Article

Silver-Catalyzed Long-Distance Aryl Migration from Carbon Center to Nitrogen Center

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 46, Pages 14586-14589

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b10267

Keywords

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Funding

  1. MOST [2015CB856600]
  2. NSFC [21332001, 21431008]
  3. Peking-Tsinghua Center for Life Sciences
  4. China Postdoctoral Science Foundation [2014 M550546]

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Selective cleavage of an inert C-C bond followed by C-O/N bond formation through a long-distance aryl migration from a carbon to a nitrogen center via Ag catalysis is reported. The migration products were easily converted into gamma-hydroxy amines and tetrahydroquinoline derivatives in quantitative yields. Preliminary mechanistic studies indicated a radical pathway.

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