Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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
浜名 政和野田 浩司
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ジャーナル フリー

1966 年 14 巻 7 号 p. 762-769

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抄録
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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© The Pharmaceutical Society of Japan
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