Studies on Tertiary Amine Oxides. LV. Reactions of N-Alkoxyquinolinium Salts with Enamines of Ketones. (1)

スポンサーリンク

概要

• 論文の詳細を見る

• Reactions of N-alkoxyquinolinium salts (1) with enamines of cyclohexanone (2) gave not the expected 2-(2-quinolyl) cyclohexanone but instead products of a novel tricyclic system (3) ; for example, 3-ethoxy-14-(2-quinolyl)-3-azabenzo[d]tricyclo[5,3,1,1^<2,8>]dodecan-13-ylidenemorpholinium iodide (3a) was obtained from N-ethoxyquinolinium iodide (1a) and the morpholine enamine (2a). The stereochemistry of 3a was finally established by X-ray diffraction study as C, but interesting informations supporting its structure were obtained by its chemical reactions which involed thermolysis to 2,3'-biquinolyl (4a), stereoselective addition to the azomethinium moiety, alkaline hydrolysis to the corresponding ketone (7), pyrolytic elimination of ethylene oxide from some derivatives (5a, 7 and 8) and others. Spectral examinations of 3a and its transformed compounds also agreeded with its structure. The reaction mechanism was discussed.

• 公益社団法人日本薬学会の論文
• 1975-11-25

著者

• 野田 浩司

  産業医科大学薬剤部

• 上田 幾彦

  Research Laboratories, Yoshitomi Pharmaceutical Industries Ltd.

• 上田 幾彦

  Research Laboratories Yoshitomi Pharmaceutical Industries Ltd.

• 成松 一久

  九州大学薬学部

• 成松 一久

  Faculty of Pharmaceutical Sciences

• 上田 幾彦

  College of General Education

関連論文

• Studies on the Constiutents of Atractylodes lancea
• A NOVEL DITERPENE GLUCOSIDE FROM PHASEOLUS COCCINEUS
• Physagulin C, a New Withanolide from Physalis angulata L.
• The Structure of Daturametelin D
• TWO NEW ERGOSTANE DERIVATIVES FROM TUBOCAPSICUM ANOMALUM(SOLANA CEAE)
• Parsonsianine, a Macrocyclic Pyrrolizidine Alkaloid from the Leaves of Parsonsia laevigata (Studies on Parsonsia, III)
• 過硫酸アンモニウム存在下におけるQuinolinium Perchlorate類のα-オキシアルキル化反応
• Studies on Tertiary Amine Oxides. LXIX. Reactions of 2-Chloromethylquinoline Derivatives with 2-Nitropropane
• Studies on Tertiary Amine Oxides. LXI. Some Reactions of 2-Phenylquinoline 1-Oxide and Its Derivatives
• 2-(2-Quinolyl)-または2-(2-Pyridyl)cyclohexanoneと有機過酸との反応
• Beckmann転位条件下における2-(2-Quinolyl)-または2-(2-Pyridyl)-cyclohexanone Oximeの新しい閉環反応
• 75(P2-5) Alstonia scholaris葉のアルカロイドについて(ポスター発表の部)
• Alschomine and Isoalschomine, New Alkaloids from the Leaves of Alstonia scholaris
• 第3級アミンオキシドに関する研究(第53報)3,2′-DiquinolylのN-オキシドについて
• Studies on Tertiary Amine Oxides. LV. Reactions of N-Alkoxyquinolinium Salts with Enamines of Ketones. (1)
• 第3級アミンオキシドに関する研究(第60報) : アシル化剤の存在下における3,2'-Diquinolyl 1-Oxideと求核剤との反応
• Studies on Tertiary Amine Oxides. XXXVII. Reactions of Aromatic N-Oxides with Enol Ethers in the Presence of Benzoyl Chloride
• Photoreaction of N-Ethoxyquinolinium Perchlorate in Methanol
• 第3級アミンオキシドに関する研究(第36報) : アシル化剤の存在下における芳香族アミンオキシドと1-Morpholinoisobuteneとの反応
• Studies on Tertiary Amine Oxides. XXXI. Reactions of Aromatic N-Oxides with Antipyrine in the Presence of Acylating Agents.
• Reactions of Aromatic N-Oxides with Enamines of Cyclohexanone in the Presence of Acylating Agents (3).Reactions of Chloro- and Hydroxy-pyridine and -quinoline N-Oxides
• 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. XXIV. Reactions of Aromatic N-Oxides with Enamines of Cyclohexanone in the Presence of Acylating Agents (1)
• Reactions of Quinoline 1-Oxide with Enamines of Cyclohexanone

もっと見る 閉じる

スポンサーリンク