Photo-induced radical borylation of hemiacetals via C–C bond cleavage

In this study, we reported a photo-induced radical borylation of hemiacetal derivatives via C–C bond cleavage. This transformation can be realized under mild conditions with simple reaction settings and irradiation of visible light. A series of substrates, including both cyclic and linear hemiacetal...

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Bibliographic Details
Published in:Tetrahedron 2021-01, Vol.80, p.131867, Article 131867
Main Authors: Liu, Qianyi, Zhang, Jianning, Zhang, Lei, Mo, Fanyang
Format: Article
Language:English
Subjects:
Borylation
C–C bond Cleavage
Hemiacetal
Photocatalysis
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Summary:In this study, we reported a photo-induced radical borylation of hemiacetal derivatives via C–C bond cleavage. This transformation can be realized under mild conditions with simple reaction settings and irradiation of visible light. A series of substrates, including both cyclic and linear hemiacetal derivatives, were effectively transformed to the borylation product in moderate to good yields. Finally, the mechanism was studied in detail by DFT calculations, suggesting insight of the radical borylation process. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2020.131867