Pentafluorophenyl sulfonate ester as a protecting group for the preparation of biaryl- and heterobiaryl sulfonate esters |
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Authors: | Avitabile Barbara G Smith Clive A Judd Duncan B |
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Institution: | GlaxoSmithKline, New Frontiers Science Park, Third Avenue, Harlow, Essex CM19 5AW, UK. barbara.g.avitabile@gsk.com |
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Abstract: | The use of the pentafluorophenyl (PFP) group as a sulfonic acid protecting group has allowed the synthesis of new biaryl- and heterobiaryl-PFP-sulfonate esters by use of the Suzuki-Miyaura reaction. The successful employment of a novel inorganic base, anhydrous sodium tetraborate, was crucial to give the products in excellent yields. The PFP-sulfonate ester has been previously shown to be an excellent alternative to sulfonyl chlorides in the synthesis of sulfonamides. structure: see text] |
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