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Allylboronic Esters as Acceptors in Radical Addition, Boron 1,2-Migration, and Trapping Cascades

[Image: see text] Radical 1,3-carboheteroarylation and 1,3-hydroalkylation of allylboronic esters comprising a 1,2-boron shift is reported. Allylboronic esters are generally used in synthesis as allylation reagents, where the boronic ester moiety gets lost. In the introduced cascades, alkylboronic e...

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Detalles Bibliográficos
Autores principales: Jana, Kalipada, Studer, Armido
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8822490/
https://www.ncbi.nlm.nih.gov/pubmed/35080407
http://dx.doi.org/10.1021/acs.orglett.2c00039
Descripción
Sumario:[Image: see text] Radical 1,3-carboheteroarylation and 1,3-hydroalkylation of allylboronic esters comprising a 1,2-boron shift is reported. Allylboronic esters are generally used in synthesis as allylation reagents, where the boronic ester moiety gets lost. In the introduced cascades, alkylboronic esters are obtained with the boron entity remaining in the product. The carboheteroarylation of the allylboronic esters are conducted without a metal catalyst, and the 1,3-hydroalkylation is achieved using iron catalysis. Both reactions work efficiently under mild conditions.