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Copper-Catalyzed Borylation of Styrenes by 1,8-Diaminonaphthalene-Protected Diboronic Acid

[Image: see text] We report a concise synthesis of 1,8-diaminonaphthalene-protected diboronic acid (B(2)(dan)(2)), which is a promising borylating agent. B(2)(dan)(2) is a bench-stable compound, and it could be utilized for Cu-catalyzed borylation of styrene derivatives. The reaction proceeded in a...

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Detalles Bibliográficos
Autores principales: Yasuda, Taiga, Yoshigoe, Yusuke, Saito, Shinichi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10071482/
https://www.ncbi.nlm.nih.gov/pubmed/36947669
http://dx.doi.org/10.1021/acs.orglett.3c00451
Descripción
Sumario:[Image: see text] We report a concise synthesis of 1,8-diaminonaphthalene-protected diboronic acid (B(2)(dan)(2)), which is a promising borylating agent. B(2)(dan)(2) is a bench-stable compound, and it could be utilized for Cu-catalyzed borylation of styrene derivatives. The reaction proceeded in a highly selective manner, and the products were isolated in up to 97% yields. Mechanistic studies revealed that a borate species would be a key intermediate for the borylation reaction.