Litcius/Paper detail

Transition Metal‐Free <i>N‐</i>Arylation of Amino Acid Esters with Diaryliodonium Salts

Gabriella Kervefors, Leonard Kersting, Berit Olofsson

2021Chemistry - A European Journal32 citationsDOIOpen Access PDF

Abstract

A transition metal-free approach for the N-arylation of amino acid derivatives has been developed. Key to this method is the use of unsymmetric diaryliodonium salts with anisyl ligands, which proved important to obtain high chemoselectivity and yields. The scope includes the transfer of both electron deficient, electron rich and sterically hindered aryl groups with a variety of different functional groups. Furthermore, a cyclic diaryliodonium salt was successfully employed in the arylation. The N-arylated products were obtained with retained enantiomeric excess.

Topics & Concepts

ChemoselectivityChemistrySteric effectsArylSalt (chemistry)Transition metalEnantiomerCombinatorial chemistryScope (computer science)Organic chemistryCatalysisAlkylComputer scienceProgramming languageCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthesis and Catalytic Reactions