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

被引：150

作者：

Prier, Christopher K. ^{[1
]}

MacMillan, David W. C. ^{[1
]}

机构：

[1] Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USA

来源：

CHEMICAL SCIENCE | 2014年 / 5卷 / 11期

关键词：

N-BOC-PYRROLIDINE; LIVED ORGANIC RADICALS; C-H FUNCTIONALIZATION; SYNTHETIC APPLICATIONS; HETEROAROMATIC BASES; ALIPHATIC-AMINES; PULSE RADIOLYSIS; BOND ACTIVATION; LITHIO AMINES; ARYL IODIDES;

D O I：

10.1039/c4sc02155j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The direct alpha-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 alpha-arylation of a diverse range of cyclic and acyclic amines. Evidence is provided for a homolytic aromatic substitution mechanism, in which a catalytically-generated alpha-amino radical undergoes direct addition to an electrophilic chloroarene.

引用

页码：4173 / 4178

页数：6

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