2,2-二甲基苯并吡喃类衍生物的合成

摘要

目的 设计合成一系列苯并吡喃类衍生物.方法 以2-甲基-丁-3-炔-2-醇为起始原料,经氯代、Williamson成醚、环合、Aldol缩合4步反应得到目标化合物.结果与结论 合成了16个未见文献报道的新化合物,其结构经1H-NMR和MS谱确定.所有目标化合物的抗肿瘤活性测试正在进行中.%2,2-Dimethyl benzopyran derivatives,derived from natural products and with a lot of bioactivities including antitumor,smooth muscle relaxation etc. ,is a good lead compound of antitumor,because of its excellent bioactivities,relative simple molecular structure. So sixteen target compounds(Compd. la -lp) were designed and synthesized. Treatment of 2-methylbut-3-yn-2-ol with concentrated hydrochloric acid gave 3-chloro-3-methylbut-l-yne, which was reacted with 4-hydroxybenzaldehyde and followed by cyclization to afford 2,2-dimethyl-2H-chromene-6-carbaldehyde. The target compounds were obtained by the reaction of 2, 2-dimethyl-2H-chromene-6-carbaldehyde with the corresponding substituted ketone, and their structures were confirmed by 1H-NMR and ESI-MS.