A fluorous-tagged, acid-labile protecting group for the synthesis of carboxamides and sulfonamides |
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| Authors: | Villard Anne-Laure Warrington Brian H Ladlow Mark |
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| Institution: | GlaxoSmithKline Cambridge Technology Centre, University Chemical Laboratory, Lensfield Road, Cambridge, CB2 1EW, UK. |
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| Abstract: | A new acid-labile, fluorous-tagged protecting group that facilitates the preparation of carboxamides and sulfonamides by parallel solution-phase synthesis is introduced. Its use is exemplified by the preparation of a 27-member library of biaryl sulfonamides and an 18-member library of biaryl carboxamides. Intermediates were purified by solid-phase extraction over reversed-phase fluorous silica gel to afford library members in high yields and purities (>95%) without the need for column chromatographic purification. |
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