Improved synthesis of 4-phenylphenalenones: the case of isoanigorufone and structural analogs
作者:Marisol Cano、Carlos Rojas、William Hidalgo、Jairo Sáez、Jesús Gil、Bernd Schneider、Felipe Otálvaro
DOI:10.1016/j.tetlet.2012.11.118
日期:2013.1
acid afforded the corresponding propionic acid which, after Friedel–Crafts acylation and bromine-mediated dehydrogenation, was subjected to Yang–Finnegan epoxidation to furnish 1. The preparation of analogs using this procedure is also discussed.
从3-(2-羟基萘-1-基)丙腈开始,经九步合成2-羟基-4-苯基-1H-苯甲醛-1-酮(异苯丁二酮,1),是Mus草科专有的植物抗毒素。收率10%。从铃木-Miyaura的三氟甲磺酸酯和苯基硼酸之间的偶合得到的3-(2-苯基萘-1-基)丙酸乙酯的水解得到相应的丙酸,在Friedel-Crafts酰化和溴介导的脱氢后,将其进行Yang -芬尼根环氧化制得1。还讨论了使用该程序制备类似物。