Transition-metal-free, one-pot synthesis of benzoxaboroles from -bromobenzaldehydes visible-light-promoted borylation
A novel and simple one-pot stepwise method to synthesize benzoxaboroles was demonstrated. This step-by-step synthetic method includes photocatalytic boronization with phenothiazine as a photocatalyst and sequential water-induced reduction in the presence of bis(pinacolato)diboron. A series of o -bro...
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| Published in | Organic & biomolecular chemistry Vol. 19; no. 47; pp. 1455 - 1459 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Published |
08.12.2021
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| Online Access | Get full text |
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| Summary: | A novel and simple one-pot stepwise method to synthesize benzoxaboroles was demonstrated. This step-by-step synthetic method includes photocatalytic boronization with phenothiazine as a photocatalyst and sequential water-induced reduction in the presence of bis(pinacolato)diboron. A series of
o
-bromobenzaldehydes were well-tolerated under the standard conditions. In addition, this method has been successfully applied in the synthesis of the anti-tuberculosis candidate drug GSK 3036656 and anti-fungal drug tavaborole.
A novel and practical approach for the synthesis of benzoxaboroles from
o
-bromobenzaldehydes is described
via
visible-light-promoted borylation. |
|---|---|
| Bibliography: | Electronic supplementary information (ESI) available. See DOI 10.1039/d1ob01853a |
| ISSN: | 1477-0520 1477-0539 |
| DOI: | 10.1039/d1ob01853a |