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Radical borylation of aryl sulfones with 1,3-dimethylimidazol-2-ylidene borane leading to aryl boranes

31 December 2024, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We have found that aryl boranes can be obtained from aryl sulfones, including phenyl methyl sulfone, 1,3-dimethylimidazol-2-ylidene borane (diMeImd-BH3) in the presence of a radical initiator. The reaction proceeds via the addition of a boryl radical to an aryl sulfone, followed by β-cleavage to give an aryl borane and a sulfonyl radical. The generated aryl boranes can be applied for Suzuki-Miyaura coupling with 4-bromophenyl methyl sulfone.

Keywords

radical
borane
boryl radical
Suzuki-Miyaura

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Version History

Dec 31, 2024 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2024-zbfbj
D O I: 10.26434/chemrxiv-2024-zbfbj [opens in a new tab]

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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