Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides

Beilstein J Org Chem. 2017 Sep 12:13:1932-1939. doi: 10.3762/bjoc.13.187. eCollection 2017.

Abstract

A new and efficient approach to five- and six-membered benzannelated sultams by intramolecular C-arylation of tertiary 1-(methoxycarbonyl)methanesulfonamides under palladium catalysis is described. In case of the α-toluenesulfonamide derivative, an unexpected formation of a 2,3-diarylindole was observed under the same conditions.

Keywords: arylation; fused-ring systems; indole formation; palladium catalysis; sultams.