4.8 Article

A General and Efficient Approach to Aryl Thiols: CuI-Catalyzed Coupling of Aryl Iodides with Sulfur and Subsequent Reduction

Journal

ORGANIC LETTERS
Volume 11, Issue 22, Pages 5250-5253

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol902186d

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Funding

  1. Chinese Academy of Sciences, National Natural Science Foundation of China [20621062, 20872156]
  2. Ministry of Science Technology [2009CB940900]

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A Cul-catalyzed coupling reaction of aryl iodides and sulfur powder takes place In the presence of K2CO3 at 90 degrees C. The coupling mixture is directly treated with NaBH4 or triphenylphosphine to afford aryl thiols in good to excellent yields. A wide range of substituted aryl thiols that bear methoxy, hydroxyl, carboxylate, amido, keto, bromo, and fluoro groups can be assembled through this procedure.

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