4.6 Article

Palladium- Catalyzed Direct Thiolation of Aryl C ∼ H Bonds with Disulfides

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 9, Pages 2459-2462

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201304717

Keywords

2-arylpyridine; aryl sulfides; direct thiolation; disulfides; palladium

Funding

  1. MEXT program for promoting the enhancement of research universities
  2. Yakumo Foundation for Environmental Science

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A catalytic variant of the direct thiolation of arenes, bearing directing groups, with disulfides or thiols has been developed under palladium and copper co-catalysis. Both sulfenyl moieties of the disulfide could be incorporated into the thiolated products, therefore, the reactions reached completion with only half an equivalent of disulfide, with respect to the starting arene. Experimental evidence suggested that the reaction proceeds through a Pd-II/Pd-IV mechanism.

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