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DOI: 10.1039/A605139A (Paper) Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1997, 229-234

1,2-Dihydroquinolin-2-one (carbostyril) anions as bidentate nucleophiles in their reactions with aryllead triacetates: synthesis of 1-aryl- and 3-aryl-tetrahydroquinoline-2,5,8-triones

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Pilar López-Alvarado, Carmen Avendaño and J. Carlos Menéndez

Abstract

Arylation of 1,2-dihydroquinolin-2-one, 5-methoxy-, 8-methoxy- and 5,8-dimethoxy-1,2-dihydroquinolin-2-one anions with p-tolyllead triacetate has been studied. The reactions take place on nitrogen or on the C-3 position, depending on steric and electronic factors. The aryl derivatives thus obtained have been oxidized to the corresponding 3-aryltetrahydroquinoline-2,5,8-triones.

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