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Iron-Catalyzed Thiolation and Selenylation of Cycloalkyl Hydroperoxides via C–C Bond Cleavage

Qing-Xin Sun, He Chen, Shuai Liu, Xiaoqiang Wang, Xin‐Hua Duan, Li‐Na Guo

2021The Journal of Organic Chemistry22 citationsDOI

Abstract

A cheap iron-catalyzed C-C bond cleavage/thiolation and selenylation of cycloalkyl hydroperoxides are presented. This redox-neutral protocol provides efficient access to diverse distal keto-functionalized thioethers and selenium compounds. Remarkably, only some amounts of disulfides are required for this transformation.

Topics & Concepts

ChemistryCleavage (geology)Bond cleavageCatalysisRedoxSeleniumOxidative cleavageCombinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryGeotechnical engineeringEngineeringFracture (geology)Sulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCatalytic C–H Functionalization Methods
Iron-Catalyzed Thiolation and Selenylation of Cycloalkyl Hydroperoxides via C–C Bond Cleavage | Litcius