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Paper | Regular issue | Vol 36, No. 2, 1993, pp.315-322
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6188
Base-catalyzed Electrophilic Substitution in 2(1H)-Quinolinones

Rosario González, M. Teresa Ramos, Elena de la Cuesta, and Carmen Avendaño*

*Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense de Madrid, Ciudad Universitaria, 28040 Madrid, Spain

Abstract

Instead of tandem conjugate addition-α-alkylation to C3=C4 double bond of 2(1H)-quinolinones, regioselective C3-lithiation and subsequent C3-alkylation takes place by reaction with two equivalents of n-butyllithium and several electrophiles.