4.6 Article

Copper-catalyzed decarboxylative methylthiolation of aromatic carboxylate salts with DMSO

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 15, Issue 27, Pages 5674-5679

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob01315a

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Funding

  1. Science and Technology Department of Zhejiang Province [2015C31030]
  2. National Natural Science Foundation of China [21172199]

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A novel copper-catalyzed decarboxylative methylthiolation of arene-carboxylate salts has been realized using DMSO as the methylthiolation source. Various potassium aryl carboxylates underwent decarboxylative methylthiolation under air to furnish the corresponding aryl methyl thioethers in moderate to excellent yields. The reaction tolerated a wide variety of functional groups. Notably, the synthesis of ethylthioethers was also successfully achieved directly from diethyl sulfoxide under similar reaction conditions.

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