Reactions of Ethyl 3-Ethoxymethylene-2,4-dioxovalerate and Ethyl Ethoxymethyleneoxaloacetate with Indole Analogs
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概要
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The reactions of ethyl 3-ethoxymethylene-2,4-dioxovalerate (1a) and ethyl ethoxy-methyleneoxaloacetate (1b) with indole analogs (2,14,17-19) are described. Treatment of 1a, b with 2 in ethanol followed by refluxing in acetic anhydride afforded 3,4,10-trisubstituted pyrimido [1,2-a] indoles (4a, b). Hydrogenation or nucleophilic addition of 4a, b was found to occur on the pyrimidine ring in a 1,4-fashion. Compounds 1a, b were also reacted with 14 in ethanol under ice cooling to give the 3,4-disubstituted 9H-pyrimido-[2,3-b] indoles (15a, b) directly. Indole (17) or 2-methylindole (18) reacted with 1a (or 1b) to give a mixture of 3-indolylmethylene derivatives (20a, b and 21a, b) and tris-(3-indolyl)-methanes (23 and 24).
- 公益社団法人日本薬学会の論文
- 1980-10-25
著者
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栗原 拓史
Osaka University of Pharmaceutical Sciences
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那須 啓子
Osaka College of Pharmacy
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谷 力
Osaka College of Pharmacy
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今井 ひろみ
Osaka College of Pharmacy
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栗原 拓史
Osaka College Of Pharmacy
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