4.6 Article

A palladium-catalyzed coupling reaction of aryl nonaflates, sulfur dioxide, and hydrazines

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 14, Issue 5, Pages 1665-1669

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob02514a

Keywords

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Funding

  1. National Natural Science Foundation of China [21372046, 21532001]
  2. Science & Technology Commission of Shanghai Municipality [12JC1403800]

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A facile route to synthesise N-aminosulfonamides through a palladium-catalyzed coupling reaction of aryl nonaflates, sulfur dioxide, and hydrazines is reported. This transformation proceeds in the presence of Pd(OAc)(2)/XantPhos, and TBAB in 1,4-dioxane at 80 degrees C, leading to the corresponding N-aminosulfonamides in moderate to good yields. The reaction scope has been demonstrated, and good functional tolerance is observed. A plausible mechanism is proposed through the insertion of sulfur dioxide.

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