Functional Group Transposition Enabled by Palladium and Photo Dual Catalysis

The ability to precisely modify the structure of molecules is a captivating process that has fascinated the synthetic organic and medicinal chemistry communities. To this end, functional group transposition has recently emerged as a powerful strategy to edit molecules and allow for access to novel chemical entities without significantly altering the synthesis routes. Here we disclose an unusual functional group transposition reaction. By using palladium and photo dual catalysis, this radical-induced process enables the transposition between an iodo group and a boryl group to convert iodoarenes appended with an alkylboronate group to arylboronates appended with an alkyl iodide.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2025-10-27
DOI
https://doi.org/10.1021/jacs.5c11429
Citations
7
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
6.55
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article

Functional Group Transposition Enabled by Palladium and Photo Dual Catalysis

Menghua Xu, Chengjun Wu, Ming Chen
7 citations
Journal of the American Chemical Society
Radical Photochemical Reactions
6.55
article

Functional Group Transposition Enabled by Palladium and Photo Dual Catalysis

Menghua Xu, Chengjun Wu, Ming Chen
article en
7 citations

Abstract

The ability to precisely modify the structure of molecules is a captivating process that has fascinated the synthetic organic and medicinal chemistry communities. To this end, functional group transposition has recently emerged as a powerful strategy to edit molecules and allow for access to novel chemical entities without significantly altering the synthesis routes. Here we disclose an unusual functional group transposition reaction. By using palladium and photo dual catalysis, this radical-induced process enables the transposition between an iodo group and a boryl group to convert iodoarenes appended with an alkylboronate group to arylboronates appended with an alkyl iodide.

Journal of the American Chemical SocietyVol. 147(44)
Virginia Tech (US)
Openalex Percentile: Top 3%
Radical Photochemical Reactions
6.55
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