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Iron Catalyzed Radical Alkylation of Cyclic Ketimines with Olefins via Metal Hydride Atom Transfer

Xixi Hu, Ruizhi Sun, Yu Tian, Xinyue Xu, Yijia Zhu, Hui Liu, Dong Liu, Lizhi Zhang

2024Advanced Synthesis & Catalysis8 citationsDOIOpen Access PDF

Abstract

Abstract Here, we present an innovative approach to achieve Minisci‐type alkylation of cyclic N ‐ketimines, enabling access to a diverse range of valuable alkylated sulfonyl ketimines via iron hydride hydrogen atom transfer. More than 35 examples are shown with a wide range of substrates. Additionally, this system is easy to operate and can be efficiently scaled up. Mechanistic investigations revealed that the alkyl radical process involved and the air acts as the sole oxidant in this system.

Topics & Concepts

ChemistryAlkylationHydrideAlkylCatalysisHydrogen atomCombinatorial chemistryMetalSulfonylAtom-transfer radical-polymerizationPhotochemistryOrganic chemistryPolymerizationPolymerCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques
Iron Catalyzed Radical Alkylation of Cyclic Ketimines with Olefins via Metal Hydride Atom Transfer | Litcius