Direct Functionalization of Benzoquinolines

Victor      Mamane; Frederic      Louerat; Yves      Fort

doi:10.2174/157017810790533986

Abstract

The first direct lithiation of the pyridine ring of benzo[h]- and benzo[f]- quinolines is reported. The method allowed the introduction of different electrophiles (Cl, Br and SPh) in 2-position. Other groups were introduced by direct nucleophilic addition of alkyllithiums allowing further transformations to functional groups such as esters and thiolesters.

Keywords: Benzoquinoline, functionalization, lithiation, addition

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Letters in Organic Chemistry

Title: Direct Functionalization of Benzoquinolines

Volume: 7 Issue: 1

Author(s): Victor Mamane, Frederic Louerat and Yves Fort

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Keywords: Benzoquinoline, functionalization, lithiation, addition

Abstract: The first direct lithiation of the pyridine ring of benzo[h]- and benzo[f]- quinolines is reported. The method allowed the introduction of different electrophiles (Cl, Br and SPh) in 2-position. Other groups were introduced by direct nucleophilic addition of alkyllithiums allowing further transformations to functional groups such as esters and thiolesters.

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Mamane Victor, Louerat Frederic and Fort Yves, Direct Functionalization of Benzoquinolines, Letters in Organic Chemistry 2010; 7 (1) . https://dx.doi.org/10.2174/157017810790533986