Synthesis of Methylpyridine Derivatives. XXXII. Reaction of Pyridine, Quinoline, and Isoquinoline with 4-Bromoacetoacetic Acid Derivatives and Synthesis of Indolizine Derivatives
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概要
- 論文の詳細を見る
Reaction of 4-bromoacetoacetanilide (II) with pyridine (Ia), 4-methylpyridine (Ib), and 3-methylpyridine (Ic) gave pyridinium (IVa), 4-methylpyridinium (IVb), and 3-methylpyridinium (N-phenylcarbamoyl) acetonylide (IVc), respectively. These ylides (IVa, b, c) were allowed to react with diethyl acetylenedicarboxylate (DEAC) to give diethyl 3-(N-phenylcarbamoyl) acetylpyrrolo [1,2-a] pyridine-1,2-dicarboxylate (VIa), and its methyl derivatives (VIb, VIc, and VId). Reaction of ethyl 4-bromoacetoacetate (III) with pyridines (Ia, b, c) followed by treatment with DEAC afforded the pyrrolo [1,2-a] pyridine derivatives (VIIa, b, c, d). Similarly, quinoline (VIIIa) and 4-methylquinoline (VIIIb) reacted with II (III) to give the corresponding N-ylides, IXa and IXb (Xa and Xb), respectively. These ylides were converted to the pyrrolo [1,2-a] quinoline derivatives (XIa, b and XIIa, b). Similar reaction of isoquinoline gave the pyrroloisoquinoline derivatives (XIII, XIV).
- 社団法人日本薬学会の論文
- 1977-02-25
著者
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千葉 卓男
Pharmaceutical Institute, Tohoku University
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千葉 卓男
Pharmaceutical Institute Tohoku University
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加藤 鉄三
東北大学 薬
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加藤 鉄三
Pharmaceutical Institute Tohoku University
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木村 仁
Pharmaceutical Institute, Tohoku University
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木村 仁
Pharmaceutical Institute Tohoku University
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加藤 鉄三
Pharmaceutical Institute. Tohoku University
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