Generation of benzosultams via trifluoromethylation of 2-ethynylbenzenesulfonamide under visible light?

Organic Chemistry Frontiers Pub Date: 2016-05-18 DOI: 10.1039/C6QO00120C

Abstract

Under visible light irradiation, 2-ethynylbenzenesulfonamides react with Togni's reagent in the presence of a photocatalyst leading to 3-(2,2,2-trifluoroethylidene)-2,3-dihydrobenzo[d]isothiazole 1,1-dioxides in good yields. This transformation proceeds efficiently at room temperature through a photo-initiated trifluoromethylation. The subsequent C–N bond formation produces the corresponding benzosultams.

Graphical abstract: Generation of benzosultams via trifluoromethylation of 2-ethynylbenzenesulfonamide under visible light
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