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Thioamide-Directed Cp*Co(III)-Catalyzed C–H Allylation of Ferrocenes

Zhuo‐Zhuo Zhang, Gang Liao, Hao Ming Chen, Bing‐Feng Shi

2021Organic Letters34 citationsDOI

Abstract

Herein, the first Cp*Co(III)-catalyzed C-H allylation of ferrocene thioamides with allyl carbonates has been developed. This reaction is compatible with a wide range of functional groups, providing various allylated ferrocene derivatives in up to 90% yields. In addition, the C-H allylation protocol is also compatible with the use of vinylcyclopropanes as allylating reagents by merging C-H and C-C activation into one catalytic system. Mechanistic studies revealed that the thiocarbonyl-directing group plays a vital role in C-H activation.

Topics & Concepts

ChemistryFerroceneThioamideCatalysisReagentCombinatorial chemistryFunctional groupMedicinal chemistryStereochemistryOrganic chemistryElectrochemistryPolymerElectrodePhysical chemistryCatalytic C–H Functionalization MethodsSynthesis of heterocyclic compoundsSulfur-Based Synthesis Techniques
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