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

Author:
Clayden, Jonathan, Foricher, Yann J. Y., Lam, Ho Kam
Source:
Chemical communications 2002 no.18 pp. 2138-2139
ISSN:
1364-548X
Subject:
Lewis acids, aromatic compounds, benzamides, chemical reactions, nitrogen, regioselectivity
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.
Agid:
6572898