4.6 Article

Copper-Catalyzed Intramolecular Oxidative C-H Functionalization and C-N Formation of 2-Aminobenzophenones: Unusual Pseudo-1,2-Shift of the Substituent on the Aryl Ring

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 19, Issue 2, Pages 459-463

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201203859

Keywords

acridones; aminobenzophenone; bipyridine; copper; oxidation; total synthesis

Funding

  1. National Science Council of Republic of China [NSC-101-2628-M-007-004]

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A good move: A copper-catalyzed intramolecular oxidative C H functionalization of 2-aminobenzophenone affords two regioisomeric acridones (see scheme). The reaction involves an unusual pseudo-1,2-migration of R-2 group(s) on the arene ring (bpy=2,2'-bipyridine, DMAc=dimethylacetimide).

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