Iron-Catalyzed Synthesis of Benzosultams from N-Phenyl-N-(prop-2-yn-1-yl)benzenesulfonamide and Benzenesulfonyl Hydrazine

A novel route for an iron-catalyzed tandem sulfonylation, C(sp2)-H activation, cyclization reaction which uses N-phenyl-N-(prop-2-yn-1-yl)benzenesulfonamide and benzenesulfonohydrazide to synthesize derivatives of (Z)-2-phenyl-4-((phenylsulfonyl)methylene)-3,4-dihydro-2H-benzo[e][1,2]thiazine 1,1-dioxide has been developed. The method features convenient operation and good functional group tolerance. In addition, it employs insensitive and inexpensive FeSO4 as the catalyst and provides a direct approach for the preparation of benzothiazides.

Automated summary

A novel iron-catalyzed tandem sulfonylation, C(sp2)-H activation, cyclization reaction has been developed to synthesize derivatives of (Z)-2-phenyl-4-((phenylsulfonyl)methylene)-3,4-dihydro-2H-benzo[e][1,2]thiazine 1,1-dioxide using N-phenyl-N-(prop-2-yn-1-yl)benzenesulfonamide and benzenesulfonylhydrazide. This method offers convenient operation, good functional group tolerance, and utilizes inexpensive FeSO4 as the catalyst, providing a direct approach for the preparation of benzothiazides.