Amine α-heteroarylation via photoredox catalysis: A homolytic aromatic substitution pathway

Christopher K. Prier, David W.C. MacMillan

Research output: Contribution to journalArticle

101 Scopus citations

Abstract

The direct α-heteroarylation of tertiary amines has been accomplished via photoredox catalysis to generate valuable benzylic amine pharmacophores. A variety of five- and six-membered chloroheteroarenes are shown to function as viable coupling partners for the α-arylation of a diverse range of cyclic and acyclic amines. Evidence is provided for a homolytic aromatic substitution mechanism, in which a catalytically-generated α-amino radical undergoes direct addition to an electrophilic chloroarene. This journal is

Original languageEnglish (US)
Pages (from-to)4173-4178
Number of pages6
JournalChemical Science
Volume5
Issue number11
DOIs
StatePublished - Nov 1 2014

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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