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The Synthesis of Biarylmonophosphonates via Palladium-Catalysed Phosphonation, Iridium-Catalysed C-H Borylation and Palladium-Catalysed Suzuki-Miyaura Coupling

Lookup NU author(s): Dr Simon DohertyORCiD, Dr Julian Knight, Tina Tran, Daniel Perry

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This is the authors' accepted manuscript of an article that has been published in its final definitive form by Springer, 2022.

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Abstract

The iridium-catalyzed C-H borylation of 3-substituted arylphosphonates with B₂pin₂ affords the corresponding meta-phosphonate substituted arylboronic esters exclusively which have been used as nucleophilic reagents in a subsequent palladium-catalyzed Suzuki-Miyaura cross-coupling to generate a range of biarylmonophosphonates. Gratifyingly, the Suzuki-Miyaura cross-coupling can be conducted without purifying the boronic ester which greatly simplifies the synthetic procedure.

Publication metadata

Author(s): Doherty S, Knight JG, Tran TST, Perry DO

Publication type: Article

Publication status: Published

Journal: Catalysis Letters

Year: 2022

Volume: 152

Pages: 398-413

Online publication date: 07/05/2021

Acceptance date: 25/04/2021

Date deposited: 27/04/2021

ISSN (print): 1011-372X

ISSN (electronic): 1572-879X

Publisher: Springer

URL: https://doi.org/10.1007/s10562-021-03643-3

DOI: 10.1007/s10562-021-03643-3

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