Related Experiment Video
Updated: Feb 4, 2026

Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
Published on: August 19, 2013
Radical-mediated direct C-H amination of arenes with secondary amines
Sebastian C Cosgrove1, John M C Plane1, Stephen P Marsden1
1School of Chemistry , University of Leeds , Leeds LS2 9JT , UK .
Abstract:
Aryl dialkyl amines, valuable subunits of a wide range of effect chemicals, are accessed by intramolecular amination of aromatic C-H bonds employing UV photolysis of N-chloroamines. The reactions show good functional group tolerance and allow access to a range of fused and bridged polycyclic structures. The homogeneous reaction conditions allow for the one-pot conversion of secondary amines to their arylated derivatives. Experimental and theoretical evidence supports the involvement of electrophilic aminium radicals which react via direct ortho-attack on the arene.
Related Concept Videos
Nomenclature of Secondary and Tertiary Amines
Amines to Amides: Acylation of Amines
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary...
Preparation of Amines: Alkylation of Ammonia and Amines
Each alkylation step makes the nitrogen center more nucleophilic, which triggers successive alkylations until a quaternary ammonium salt is formed. Considering...
Preparation of Amines: Reductive Amination of Aldehydes and Ketones
Structure of Amines
Amines: Introduction

