Volume 2017, Issue 28 p. 4188-4193
Communication

tert-Butoxy-Radical-Promoted α-Arylation of Alkylamines with Aryl Halides

Ryota Ueno

Ryota Ueno

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, 606-8502 Kyoto, Japan

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Yuko Ikeda

Yuko Ikeda

Department of Applied Chemistry for Environment, School of Science and Technology, Kwansei Gakuin University, Sanda, 669-1337 Hyogo, Japan

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Eiji Shirakawa

Corresponding Author

Eiji Shirakawa

Department of Applied Chemistry for Environment, School of Science and Technology, Kwansei Gakuin University, Sanda, 669-1337 Hyogo, Japan

Department of Applied Chemistry for Environment, School of Science and Technology, Kwansei Gakuin University, Sanda, Hyogo 669-1337, Japan

E-mail: [email protected]

http://sci-tech.ksc.kwansei.ac.jp/en/

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First published: 24 June 2017
Citations: 21

Graphical Abstract

Just by adding a tert-butoxy radical precursor, alkylamines react with aryl halides to give α-arylalkylamines. The reaction proceeds through chemoselective homolytic aromatic substitution of the halogen atom (Br or Cl) by an α-aminoalkyl radical.

Abstract

In the presence of a tert-butoxy radical precursor, the reaction of alkylamines with aryl halides was found to give α-arylated alkylamines through homolytic aromatic substitution of the halogen atoms.