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Visible-Light-Induced Synergistic W/Cr Catalyzed <i>gem</i>-Difluoroallylation of Unactivated Alkanes

Zhijie Zhang, Yue Zhang, Xinyu Xie, Huawei Liu, Tianshuai Zhu, Jing‐Jing Zhang, Mengyang Hu, Zhen Chen

2025Organic Letters8 citationsDOI

Abstract

Currently, the scope of the Nozaki–Hiyama–Kishi (NHK) reaction is limited to aldehydes and ketones to construct alcohol derivatives. Herein, we have described a visible-light-induced synergistic W/Cr(III)-catalyzed NHK-type gem -difluoroallylation reaction of unactivated cyclic and linear alkanes. The reaction merits feedstock materials, mild reaction conditions, and a wide functionality tolerance. Mechanistic studies imply the favorable reduction of CrCl 3 to CrCl 2 by reduced decatungstate W 10 O 32 5–, thus closing the catalytic cycle.

Topics & Concepts

ChemistryCatalysisPhotochemistryVisible spectrumCombinatorial chemistryMedicinal chemistryOrganic chemistryOptoelectronicsPhysicsFluorine in Organic ChemistryRadical Photochemical ReactionsInorganic Fluorides and Related Compounds