| 2-苯氧(硫)甲基-6,7-亚甲二氧-3-喹啉酸乙酯及其衍生物的合成 |
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| 引用本文： | 杨定乔,高永俊,姜贵吉.2-苯氧(硫)甲基-6,7-亚甲二氧-3-喹啉酸乙酯及其衍生物的合成[J].有机化学,1994,14(6):626-629. |
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| 作者姓名： | 杨定乔 高永俊 姜贵吉 |
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| 作者单位： | 黄冈师范专科学校化学系，延边大学化学系，延边大学化学系 湖北，黄冈，436100，吉林，延吉，133002，吉林，延吉，133002 |
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| 摘 要： | 6-氨基胡椒醛与乙酰乙酸乙酯在碱的催化下, 缩合产物与NBS发生溴代反应, 生成2-溴甲基-6,7-亚甲二氧基-3-喹啉酸乙酯,产物与苯酚,取代苯酚, 苯硫酚, 取代苯硫酚发生Williamson取代反应, 高分辨地得到一系列喹啉吩醚衍生物, 苯酚和硫酚上的吸电子基团有利于增强亲核能力,有利于Williamson反应.
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| 关 键 词： | 缩合反应 取代反应 喹啉 P |
Synthesis of ethyl 2-phenoxy (thio) methyl-6,7- methylenedioxy-3-quinolinecarboxylate and its derivatives |
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| YANG Ding-Qiao.Synthesis of ethyl 2-phenoxy (thio) methyl-6,7- methylenedioxy-3-quinolinecarboxylate and its derivatives[J].Chinese Journal of Organic Chemistry,1994,14(6):626-629. |
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| Authors: | YANG Ding-Qiao |
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| Abstract: | The Base-Catalyzed Condensation of 6-aminopiperonal with ethyl acetoacetate followed by bromination with NBS gave ethyl 2-bromomethyl-6,7-methylenedioxy-3-quino-linecarboxylate (2). Williamson reaction of 2 with un- and substituted phenol or thiothenol yielded ethyl 2-(un) substituted phenoxy (thioxy) methyl-6,7-methylenedioxy-3-quinoline-carboxylate (3a-g) in excellent yields Electron-withdrawing group at the phenol or thiothenol ring was favorable for the formation of the nucleophile and Williamson reaction. |
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| Keywords: | condensation Williamson reaction synthesis |
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