Arylsulfonyl fluoride boronic acids: preparation and coupling reactivity
We report the efficient and practical syntheses of ortho-, meta, and para-sulfonyl fluoride substituted benzene boronic acids. The syntheses of the para- and meta-isomers commence with the appropriate bromo-substituted benzenesulfonyl chlorides, and the ortho-isomer is prepared from benzenesulfonyl...
| Main Authors: | , |
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| Format: | Journal article |
| Language: | English |
| Published: |
Elsevier
2019
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| Summary: | We report the efficient and practical syntheses of ortho-, meta, and para-sulfonyl fluoride substituted benzene boronic acids. The syntheses of the para- and meta-isomers commence with the appropriate bromo-substituted benzenesulfonyl chlorides, and the ortho-isomer is prepared from benzenesulfonyl fluoride. The boronic acids undergo efficient Sukuki-Miyaura coupling reactions with a range of aryl halides. We also report an efficient Rh(I)-catalyzed conjugate addition reaction using the para-substituted boronic acid. |
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