Tetrahedron

A convenient synthesis of quinolines by reactions of o-isocyano-β-methoxystyrenes with nucleophiles

K Kobayashi, K Yoneda, K Miyamoto, O Morikawa…

Index: Kobayashi, Kazuhiro; Yoneda, Keiichi; Miyamoto, Kazuna; Morikawa, Osamu; Konishi, Hisatoshi Tetrahedron, 2004 , vol. 60, # 50 p. 11639 - 11645

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Citation Number: 61

Abstract

2, 4-Disubstituted quinolines have been synthesized by reactions of o-isocyano-β- methoxystyrenes, which can be easily prepared from commercially available o-aminophenyl ketones in three steps, with alkyl (or aryl) lithiums in generally good yields. Subsequently, o- isocyano-β-methoxystyrenes have also proved to react efficiently with lithium dialkylamides to afford the corresponding 4-substituted N, N-dialkylquinolin-2-amines in satisfactory ...

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