W. Dolbier, Zhao‐Jing Zheng
Aug 7, 2009
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Influential Citations
49
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Journal
The Journal of organic chemistry
Abstract
Pyrrole derivatives bearing a pentafluorosulfanyl group are currently unknown. In this paper, a facile preparation of SF5-substituted pyrrole carboxylic acid esters in good yield is reported. Utilizing the cycloaddition of an azomethine ylide to pentafluorosulfanylalkynes, a series of dihydropyrroles were prepared and oxidized to the respective 1-tert-butyl-4-(pentafluorosulfanyl)pyrrole-2-carboxylic acid esters in good yield. Further treatment of these pyrroles with catalytic triflic acid allowed removal of the tert-butyl group.