Litcius/Paper detail

Efficient Amination of Activated and Non‐Activated C(sp<sup>3</sup>)−H Bonds with a Simple Iron–Phenanthroline Catalyst

Lucie Jarrige, Zijun Zhou, Marcel Hemming, Eric Meggers

2020Angewandte Chemie International Edition48 citationsDOIOpen Access PDF

Abstract

Abstract A readily available catalyst consisting of iron dichloride in combination with 1,10‐phenanthroline catalyzes the ring‐closing C−H amination of N ‐benzoyloxyurea to form imidazolidin‐2‐ones in high yields. The C−H amination reaction is very general and applicable to benzylic, allylic, propargylic, and completely non‐activated aliphatic C(sp 3 )−H bonds, and it also works for C(sp 2 )−H bonds. The surprisingly simple method can be performed under open flask conditions.

Topics & Concepts

AminationCatalysisAllylic rearrangementChemistryPhenanthrolineMedicinal chemistryCombinatorial chemistryRing (chemistry)Polymer chemistryOrganic chemistrySynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis