Unknown

Dataset Information

0

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

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

SUBMITTER: Prier CK 

PROVIDER: S-EPMC4520258 | biostudies-literature | 2014 Nov

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Amine α-heteroarylation <i>via</i> photoredox catalysis: a homolytic aromatic substitution pathway.

Prier Christopher K CK   MacMillan David W C DW  

Chemical science 20141101 11

The direct α-heteroarylation of tertiary amines has been accomplished <i>via</i> 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 chloroa  ...[more]

Similar Datasets

Unknown Direct ?-Arylation/Heteroarylation of 2-Trifluoroboratochromanones via Photoredox/Nickel Dual Catalysis.
| S-EPMC5295361 | biostudies-literature
Unknown Nucleophilic Aromatic Substitution of Unactivated Fluoroarenes Enabled by Organic Photoredox Catalysis.
| S-EPMC7720250 | biostudies-literature
Unknown Site-selective remote C(sp<sup>3</sup>)-H heteroarylation of amides via organic photoredox catalysis.
| S-EPMC6800443 | biostudies-literature
Unknown Amine Functionalization via Oxidative Photoredox Catalysis: Methodology Development and Complex Molecule Synthesis.
| S-EPMC4440623 | biostudies-other
Unknown Phenyl hydrazine as initiator for direct arene C-H arylation via base promoted homolytic aromatic substitution.
| S-EPMC3946564 | biostudies-literature
Unknown ?-Arylation/Heteroarylation of Chiral ?-Aminomethyltrifluoroborates by Synergistic Iridium Photoredox/Nickel Cross-Coupling Catalysis.
| S-EPMC4795823 | biostudies-literature
Unknown Organocatalyzed, Photoredox Heteroarylation of 2-Trifluoroboratochromanones via C-H Functionalization.
| S-EPMC5321137 | biostudies-literature
Unknown Photoinitiated carbonyl-metathesis: deoxygenative reductive olefination of aromatic aldehydes <i>via</i> photoredox catalysis.
| S-EPMC6492636 | biostudies-literature
Unknown Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary Amines.
| S-EPMC8199326 | biostudies-literature
Unknown A Desaturative Approach for Aromatic Aldehyde Synthesis via Synergistic Enamine, Photoredox and Cobalt Triple Catalysis.
| S-EPMC9311220 | biostudies-literature