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Functional Group Transposition Enabled by Palladium and Photo Dual Catalysis

Menghua Xu, Chengjun Wu, Ming Chen

2025Journal of the American Chemical Society13 citationsDOIOpen Access PDF

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.

Topics & Concepts

ChemistryTransposition (logic)PalladiumFunctional groupMoleculeAlkylGroup (periodic table)Combinatorial chemistryDual (grammatical number)Chemical synthesisCatalysisStereochemistryProtecting groupDual roleDrug discoverySmall moleculeOrganic synthesisChemical biologyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions
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