Studies on the Reactions of Heterocyclic Compounds. IV. Preparations and Reactions of Heterocyclic N-Ylides
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概要
- 論文の詳細を見る
The reaction of di-substituted methyl bromides such as dimethyl bromomalonate (IIa), bromomalonamide (IIb), bromocyanoacetamide (IIc), and methyl bromocyanoacetate (IId) with aromatic amines (pyridine, isoquinoline, and 1,6-naphthyridine) gave stable N-ylides, IVa-IVd, VIa, VIb, and VIIa. From the reaction of bromomalononitrile (IIe) and quinoline or isoquinoline afforded diquinolinium-(VIII) and diisoquinolinium pentacyanopropenide (IX). From the reaction of IId with quinolines in MeOH, azirino [1,2-a]-cyclopropa [c] quinoline derivatives (Xa and Xc) with new ring system were given. When treated with hydrogen chloride in MeOH, Xa was converted to dimethyl 3-quinolinemalonate (XII). When IVd was treated with sodium methoxide in DMF, methyl α-cyano-[1,(4H), 4'-bipyridine]-△^<α, 4>-acetate (XVI) was produced. VIc, VIb, and VIIb, when treated with sodium methoxide in MeOH, gave fused imidazole derivatives (XVIII, XIX, and XX).
- 公益社団法人日本薬学会の論文
- 1970-12-25
著者
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小林 義郎
Tokyo College of Pharmacy
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久津間 輝雄
Tokyo College of Pharmacy
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榛沢 雄二
Tokyo College of Pharmacy
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久津間 輝雄
Tokyo College Of Pharmacy:(present Address) Research Laboratories Ohta Seiyaku Co. Ltd.
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藤田 衛
Tokyo College Of Pharmacy
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森永 邦夫
Tokyo College of Pharmacy
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森永 邦夫
(Present address)Shizuoka College of Pharmacy
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