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Metal-free Synthesis of Aryl Amines: Beyond Nucleophilic Aromatic Substitution

Description: 
A mild and metal-free approach to C−N coupling is described that employs diaryliodonium salt electrophiles and secondary aliphatic amine nucleophiles. This reaction results in direct ipso-substitution of the iodonium moiety and unsymmetrical aryl(TMP)iodonium salts are primarily employed. Moreover, arene substituents and substitution patterns that currently pose a challenge to classical metal-free methods are accommodated and the alicyclic amine nucleophiles used here are unprecedented in other contemporary metal-free C−N coupling reactions.
Record Date: 
2016-12-01T08:00:00Z
Publisher: 
PDXScholar
Subject: 
Chemistry
Type: 
text
Raw Url: 
https://pdxscholar.library.pdx.edu/do/oai/?metadataPrefix=&verb=GetRecord&identifier=oai:pdxscholar.library.pdx.edu:chem_fac-1171
Source: 
Chemistry Faculty Publications and Presentations
Repository Record Id: 
oai:pdxscholar.library.pdx.edu:chem_fac-1171
SetSpec: 
publication:clas
publication:communities
publication:chem_fac
publication:chem
Record Title: 
Metal-free Synthesis of Aryl Amines: Beyond Nucleophilic Aromatic Substitution
Identifier: 
https://pdxscholar.library.pdx.edu/chem_fac/170
Author: 
Sandtorv, Alexander H.
Stuart, David R.
Database: 
Resource OE Format: