Synthesis of (±)-Pterocarpin and Its Thia- and Aza-Analogues in a Modular Manner
Synthesis of (±)-Pterocarpin and Its Thia- and Aza-Analogues in a Modular Manner
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DOI：
10.1055/s-0034-1380520
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发表时间：
2015-06-01
期刊：
影响因子：
2
通讯作者：
Li, Ming
中科院分区：
文献类型：
--
作者：
Huang, Qingyun;Wang, Peng;Li, Ming
以碘芝麻酚、丙二酸二乙酯、3-甲氧基苯酚、3-甲氧基苯酚和N-对甲苯磺基-3-甲氧基苯胺为原料，采用模块化方法合成了外消旋蕨类化合物及其硫代和氮杂蕨类化合物。铜催化的Hurtley偶联反应、Mitsunobu反应、IBX介导的氧化反应、Pinnick氧化反应和分子内Friedel-Craft酰化反应已被成功地应用于合成。
Syntheses of racemic pterocarpin, its thia- and aza-pterocarpin have been achieved in a modular manner using sesamol iodide, diethyl malonate and 3-methoxyphenol, 3-methoxythiophenol and N-tosyl-3-methoxyaniline as building blocks. Copper-mediated Hurtley coupling, Mitsunobu reaction, IBX-mediated oxidation, Pinnick oxidation, and intramolecular Friedel-Crafts acylation have been successfully exploited in the synthesis.