4.8 Article

A Highly Efficient Cu-Catalyzed S-Transfer Reaction: From Amine to Sulfide

Journal

ORGANIC LETTERS
Volume 16, Issue 10, Pages 2692-2695

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol5009747

Keywords

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Funding

  1. NSFC [21272075]
  2. NCET [120178]
  3. DFMEC [20130076110023]
  4. Fok Ying Tung Education Foundation [141011]
  5. Shanghai Pujiang Program [12PJ1402500]
  6. program for Professor of Special Appointment (Eastern Scholar) at Shanghai Institutions of Higher Learning
  7. program for the Changjiang Scholar and Innovative Research Team in University

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A highly efficient Cu-catalyzed dual C-S bonds formation reaction, proceeding in alcohol and water under air, is reported, in which inodorous stable Na2S2O3 is used as a sulfurating reagent. This powerful strategy provides a practical and efficient approach to construct thioethers, using readily available aromatic amines and alkyl halides as starting materials. Sensitive and synthetic useful functional groups could be tolerated. Furthermore, pharmaceuticals, glucose, an amino acid, and a chiral ligand are successfully furnished by this late-stage sulfuration strategy.

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