Transition-metal-free, one-pot synthesis of benzoxaboroles from o -bromobenzaldehydes via 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 -bromo...

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Veröffentlicht in:Organic & biomolecular chemistry 2021-12, Vol.19 (47), p.10455-10459
Hauptverfasser: Luo, Jinghan, Jia, Xingxing, Hu, Yanjun, Chen, Jianchao, Sun, Tiemin
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container_issue 47
container_start_page 10455
container_title Organic & biomolecular chemistry
container_volume 19
creator Luo, Jinghan
Jia, Xingxing
Hu, Yanjun
Chen, Jianchao
Sun, Tiemin
description 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 -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.
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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Fungicides
Phenothiazine
Photocatalysis
Synthesis
Transition metals
Tuberculosis
title Transition-metal-free, one-pot synthesis of benzoxaboroles from o -bromobenzaldehydes via visible-light-promoted borylation
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