4.5 Article

Copper-Catalyzed Deoxygenative C2-Sulfonylation of Quinoline N-Oxides with DABSO and Phenyldiazonium Tetrafluoroborates for the Synthesis of 2-Sulfonylquinolines via a Radical Reaction

Journal

SYNTHESIS-STUTTGART
Volume 51, Issue 17, Pages 3313-3319

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1611787

Keywords

quinoline-N-oxides; DABSO; radicals; sulfonylation; copper

Funding

  1. National Natural Science Foundation of China [21402103, 21772107]
  2. China Postdoctoral Science Foundation [150030]
  3. Research Fund of Qingdao Agricultural University's Highlevel Person [631303]

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An efficient and practical method for the synthesis of 2-sulfonylquinolines through copper-catalyzed deoxygenative C2-sulfonylation of quinoline N -oxides with 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) and phenyldiazonium tetrafluoroborates is demonstrated. Products with various substituents were obtained in moderate to high yields.

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