Intramolecular rhodium carbenoid insertions into aromatic CH bonds. Preparation of 1, 3-dihydrothiophene 2, 2-dioxides fused onto aromatic rings

SD Babu, MD Hrytsak, T Durst

Index: Babu, Suresh D.; Hrytsak, Michael D.; Durst, Tony Canadian Journal of Chemistry, 1989 , vol. 67, p. 1071 - 1076

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Citation Number: 31

Abstract

The preparation of 1-carboalkoxy-1, 3-dihydrobenzo [b] thiophene 2, 2-dioxides via rhodium acetate or rhodium trifiuoro-acetate catalyzed decomposition of α-diazo-β- arylmethanesulfonyl esters is described. The reaction has been extended to yield 1, 3- dihydrothiophene 2, 2-dioxides fused to the 2, 3 position of thiophene and indole, but not of furans. In the latter case products derived from the opening of the furan ring were obtained ...