A C-H sulfonylation of N-protected 3-bissulfonimidoindole derivatives via a 1,3-rearrangement of a sulfonyl group on a bissulfonimide moiety using tetra-n-butylammonium fluoride (TBAF) was developed to provide 2-sulfonyl-3-sulfonamidoindole derivatives in high yields as a novel Csp2-H functionalization of heterocycles. The rearrangement of the sulfonyl group proceeded through an intermolecular addition of the desorbed sulfinyl ion from the bissulfonimide moiety in the substrate.

This study developed a novel Csp2-H functionalization method for heterocycles, providing 2-sulfonyl-3-sulfonamidoindole derivatives in high yields using tetra-n-butylammonium fluoride (TBAF).

Paper

C-H Sulfonylation via 1,3-Rearrangement of Sulfonyl Group in N-protected 3-Bissulfonimidoindole Derivatives Using Fluorine Reagent.

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