Employing Arynes in Transition-Metal-Free Monoarylation of Aromatic Tertiary Amines

The highly monoselective N-arylation of aromatic tertiary amines using a transition-metal-free approach using arynes has been developed. The reaction afforded functionalized diaryl amines in moderate to excellent yield. High levels of functional group compatibility especially with halogen containing...

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Bibliographic Details
Published in:Organic letters 2013-11, Vol.15 (21), p.5452-5455
Main Authors: Bhojgude, Sachin Suresh, Kaicharla, Trinadh, Biju, Akkattu T
Format: Article
Language:English
Subjects:
Amines - chemistry
Catalysis
Halogens - chemistry
Molecular Structure
Transition Elements - chemistry
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Summary:The highly monoselective N-arylation of aromatic tertiary amines using a transition-metal-free approach using arynes has been developed. The reaction afforded functionalized diaryl amines in moderate to excellent yield. High levels of functional group compatibility especially with halogen containing substrates, dyes and donor–acceptor systems, and high yields of products are the notable features of the present reaction.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol4029258