Studies on tertiary amine oxides.-27-Reactions of aromatic N-oxides with enamines of cyclohexanone in the presence of acylating agents.-2-Reaction of α-and γ-methyl-pyridine and-quinoline N-oxides

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  • Studies on Tertiary Amine Oxides. XXVII. Reactions of Aromatic N-Oxides with Enamines of Cyclohexanone in the Presence of Acylation Agents : Reaction of α-and γ-Methyl-pyridine and -quinoline N-Oxides
  • Studies on tertiary amine oxides. 27 Reactions of aromatic N-oxides with enamines of cyclohexanone in the presence of acylating agents. 2 Reaction of アルファ-and ガンマ-methyl-pyridine and-quinoline N-oxides

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Reactions of α-and γ-methyl-pyridine and -quinoline N-oxides with enamines of cyclohexanone in the presence of and acylating agent were examined. From N-oxides of 2-picoline (IV), 4-picoline (V) and lepidine (X), the corresponding 2-(2-heterocyclyl)-cyclohexanones (VI, VII, XI) were obtained in good yields. The reaction of quinaldine 1-oxide (XIII) followed two kinds of courses, producing 2-(2-methyl-4-quinolyl) cyclohexanone (XV, XVI ; 38.2%) accompanied with 3-tosyloxy-(XIVa ; 47%) and 3-chloroquinaldine (XIVb ; 2.7%).

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