Litcius/Paper detail

Palladium-Catalyzed Sequential C–H Activation/Amination with Diaziridinone: An Approach to Indoles

Jing Li, Jinhua Chen, Luying Wang, Yian Shi

2021Organic Letters30 citationsDOI

Abstract

Indoles are an important class of molecules. This paper describes an efficient palladium-catalyzed synthesis of indoles from 2-iodostyrenes and di-t-butyldiaziridinone with a simultaneous installation of two C–N bonds. The reaction process likely proceeds through the oxidative insertion of Pd to aryl iodide and subsequent vinyl C–H activation to from a pallada(II)cycle intermediate, which is bisaminated by di-t-butyldiaziridinone to give the indole product.

Topics & Concepts

ChemistryPalladiumAminationCatalysisIodideIndole testCombinatorial chemistryCatalytic cycleArylMoleculeOxidative phosphorylationMedicinal chemistryOxidative additionOrganic chemistryAlkylBiochemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques