Synthesis of quinolines and 2H-dihydropyrroles by nucleophilic substitution at the nitrogen atom of oxime derivatives

M Kitamura, M Yoshida, T Kikuchi, K Narasaka

Index: Kitamura, Mitsuru; Yoshida, Masayuki; Kikuchi, Takashi; Narasaka, Koichi Synthesis, 2003 , # 15 p. 2415 - 2426

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Citation Number: 20

Abstract

Abstract Isomerization of oxime derivatives was researched in detail to find out the methods for the syn-anti isomerization of O-substituted oximes. Based on these findings were developed simple methods for the preparation of aza-heterocycles from both stereoisomers of oximes. Quinolines were synthesized from β-aryl ketone oximes by treatment with trifluoroacetic anhydride and 4-chloranil. γ, δ-Unsaturated O-methoxyacetyloximes were ...