Jump to main content
Jump to site search

Issue 11, 2014
Previous Article Next Article

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

Author affiliations

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.

Graphical abstract: Amine α-heteroarylation via photoredox catalysis: a homolytic aromatic substitution pathway

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 19 Jul 2014, accepted on 04 Aug 2014 and first published on 04 Aug 2014


Article type: Edge Article
DOI: 10.1039/C4SC02155J
Citation: Chem. Sci., 2014,5, 4173-4178
  •   Request permissions

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

    C. K. Prier and D. W. C. MacMillan, Chem. Sci., 2014, 5, 4173
    DOI: 10.1039/C4SC02155J

Search articles by author