4.7 Article

Aminoquinoline-directed, cobalt-catalyzed carbonylation of sulfonamide sp2 C-H bonds

Journal

CHEMICAL COMMUNICATIONS
Volume 53, Issue 37, Pages 5136-5138

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc02062g

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Funding

  1. Welch Foundation [E-0044]
  2. NIGMS [R01GM077635]

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We report a method for cobalt-catalyzed, aminoquinoline-directed sp(2) C-H bond carbonylation of sulfonamides. The reactions proceed in a dichloroethane solvent, and employ diisopropyl azodicarboxylate as a carbon monoxide source, Mn(OAc)(2) as a cooxidant and potassium pivalate as a base. Halogen, ester, and amide functionalities are compatible with the reaction conditions. This method allows for a short and efficient synthesis of saccharin derivatives.

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