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3,4-二氢二苯[f,h]异喹啉-1-酮的合成

, PP. 921-924

Keywords: 3,4-二氢二苯[f,h]异喹啉-1-酮,分子内缩合,氧化偶联,DDQ

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Abstract:

娃儿藤生物碱具有显著的抗炎、抗肿瘤等生物活性,为研究其二苯并四氢异喹啉衍生物(1)的抗肿瘤活性,以邻苯二甲酸酐和β-氨基丙酸等为起始原料,经5步反应,合成前体化合物3,4-二氢二苯[f,h]异喹啉-1-酮(2).先由化合物3在多聚磷酸作用下经傅克酰基化反应得到中间体4,4酸水解后,与4-甲氧基苯乙酸发生亲核取代反应得中间体5,5在碱性条件下发生分子内缩合反应制得中间体6,最后经2,3-二氯-5,6-二氰对苯醌(DDQ)氧化偶联得2.该合成反应条件温和,但因竞争反应即消除反应导致6的产率低.

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