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

Chem Sci 2014 Nov;5(11):4173-4178

Merck Center for Catalysis at Princeton University, Princeton, New Jersey, 08544, USA.

The direct α-heteroarylation of tertiary amines has been accomplished 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 catalyticallygenerated α-amino radical undergoes direct addition to an electrophilic chloroarene.

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http://xlink.rsc.org/?DOI=C4SC02155J
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http://dx.doi.org/10.1039/C4SC02155JDOI Listing
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4520258PMC
November 2014
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