Issue 18, 2002
From the journal:

Chemical Communications

Carbolithiation of aromatic rings: cyclohexadienes from N-aroyl-2,2,6,6-tetramethylpiperidines

Jonathan Clayden,*a   Yann J. Y. Forichera  and  Ho Kam Lama  

* Corresponding authors

a Department of Chemistry, University of Manchester, Oxford Road, Manchester, UK
E-mail: j.p.clayden@man.ac.uk

Abstract

Benzamides whose nitrogen atom is part of a 2,2,6,6-tetramethylpiperidine ring are dearomatised by alkyllithiums, which attack them regioselectively to yield, after electrophilic quench, substituted cyclohexadienes.

Graphical abstract: Carbolithiation of aromatic rings: cyclohexadienes from N-aroyl-2,2,6,6-tetramethylpiperidines

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Article information

DOI
https://doi.org/10.1039/B206479K
Article type
Communication
Submitted
04 Jul 2002
Accepted
29 Jul 2002
First published
22 Aug 2002

Chem. Commun., 2002, 2138-2139

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Carbolithiation of aromatic rings: cyclohexadienes from N-aroyl-2,2,6,6-tetramethylpiperidines

J. Clayden, Y. J. Y. Foricher and H. K. Lam, Chem. Commun., 2002, 2138 DOI: 10.1039/B206479K

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