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Preparation, Characterization, and Reactivity of Aliphatic Amino Iodane(III) Reagents

Yue Zhang, Jing Lü, Tianlei Lan, Shaoling Cheng, Wei Liu, Chao Chen

2020European Journal of Organic Chemistry26 citationsDOI

Abstract

Abstract The preparation of a new class of aliphatic amino iodane(III) reagents has been realized with the N ‐TMS−amine and acetoxybenziodazole participated in the formation of N−I bond. The amino‐containing iodane(III) reagent 2 d was characterized by single‐crystal X‐ray diffraction, which revealed the expected hypervalent iodane distorted T‐shaped geometry. A practical copper‐catalyzed, directed electrophilic amination of aryl amines employing amino‐iodane(III) as amination agents was disclosed that proceeded smoothly without external additives.

Topics & Concepts

ChemistryReagentAminationHypervalent moleculeElectrophilic aminationAmine gas treatingReactivity (psychology)ElectrophileArylOrganic chemistryCrystal structureCombinatorial chemistryCatalysisAlkylAlternative medicineMedicinePathologyOxidative Organic Chemistry ReactionsSynthesis and Catalytic ReactionsCatalytic C–H Functionalization Methods
Preparation, Characterization, and Reactivity of Aliphatic Amino Iodane(III) Reagents | Litcius