4.6 Article

Towards Uniform Iodine Catalysis: Intramolecular C-H Amination of Arenes under Visible Light

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 29, Pages 9929-9932

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201602138

Keywords

amination; arenes; catalysis; iodine; visible light

Funding

  1. Spanish Ministry for Economy and Competitiveness
  2. FEDER [CTQ2014-56474R, SEV-2013-0319]
  3. FEDER (FPI Fellowship)
  4. Cellex-ICIQ Programme
  5. ICREA Funding Source: Custom

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A photochemical catalytic amination of arenes is presented. The reaction proceeds under benign iodine catalysis in the presence of visible light as the initiator and provides access to a range of differently substituted arylamines. A total of 29 examples demonstrate the broad applicability of this mild oxidation method. The scope of the reaction could further be expanded to silyl-tethered derivatives, which undergo intramolecular amination upon formation of seven-membered heterocycles. Cleavage of the silicon tether provides access to the corresponding 3-substituted anilines.

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