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. 2017 May 4;53(37):5136-5138.
doi: 10.1039/c7cc02062g.

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

Tung Thanh Nguyen  1 , Liene Grigorjeva, Olafs Daugulis
Affiliations

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

Tung Thanh Nguyen et al. Chem Commun (Camb). .

Abstract

We report a method for cobalt-catalyzed, aminoquinoline-directed sp2 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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Figures

Fig. 1
Fig. 1
2-Sulfobenzoic acid imides.
Scheme 1
Scheme 1
Removal of directing group.
See this image and copyright information in PMC

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