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Unlocking HFIP for Fluoroalkylation with Molecular Photoelectrocatalysis

Yi‐Xian Zheng, Yuxing Gao, Peng Xiong, Peng Xiong, Hai‐Chao Xu

2025Angewandte Chemie International Edition26 citationsDOI

Abstract

Despite the increasing interest in radical-based fluoroalkylation techniques, the organofluorine compounds bearing the partially fluorinated hexafluoroisopropyl group remain extremely scarce due to the lack of appropriate reagents. Herein we report an unprecedented photoelectrocatalytic method for the C-H hexafluoroisopropylation of indoles and tryptophan peptides, utilizing the readily available hexafluoro-2-propanol (HFIP) as the fluoroalkylation reagent. In this process, HFIP is converted into hexafluoroisopropyl radicals, enabling fluoroalkylation reactions. This study broadens the potential applications of molecular photoelectrocatalysis, highlighting its capacity to enable transformations that are difficult to accomplish through traditional electrochemical or photochemical approaches.

Topics & Concepts

ChemistryAstrobiologyNanotechnologyMaterials sciencePhysicsFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsWeb Data Mining and Analysis
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