Transition-Metal-Free Direct Arylation of Anilines

Aryne arylation: A new method of direct arylation is reported for aniline substrates. The reaction uses benzyne to synthesize a variety of aminobiaryls under mild conditions (see scheme), requiring no stoichiometric metalation or transition‐metal catalysis. An ene mechanism is implicated, and convey...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2012-01, Vol.51 (4), p.1006-1009
Main Authors: Pirali, Tracey, Zhang, Fengzhi, Miller, Anna H., Head, Jenna L., McAusland, Donald, Greaney, Michael F.
Format: Article
Language:English
Subjects:
anilines
arynes
CH bond activation
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Summary:Aryne arylation: A new method of direct arylation is reported for aniline substrates. The reaction uses benzyne to synthesize a variety of aminobiaryls under mild conditions (see scheme), requiring no stoichiometric metalation or transition‐metal catalysis. An ene mechanism is implicated, and conveys excellent functional group tolerance relative to metal‐mediated processes.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201106150