Cargando…

Aminoboranes via Tandem Iodination/Dehydroiodination for One-Pot Borylation

[Image: see text] A rapid synthesis of aminoboranes from amine-boranes utilizing an iodination/dehydroiodination sequence is described. Monomeric aminoboranes are generated exclusively from several substrate adducts, following an E2-type elimination, with the added base playing a critical role in mo...

Descripción completa

Detalles Bibliográficos
Autores principales: Ramachandran, P. Veeraraghavan, Hamann, Henry J., Mishra, Sukriti
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9089688/
https://www.ncbi.nlm.nih.gov/pubmed/35573212
http://dx.doi.org/10.1021/acsomega.2c01461
Descripción
Sumario:[Image: see text] A rapid synthesis of aminoboranes from amine-boranes utilizing an iodination/dehydroiodination sequence is described. Monomeric aminoboranes are generated exclusively from several substrate adducts, following an E2-type elimination, with the added base playing a critical role in monomer vs dimer formation. Diisopropylaminoborane formed using this methodology has been applied to a one-pot palladium-catalyzed conversion of iodo- and bromoarenes to the corresponding boronates. Additionally, modification of the workup allows for isolation of the boronic acid and recovery of the utilized amine.