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通过(E)-7-甲基-2,6-辛二烯酸的立体选择性Mizoroki-Heck芳基化反应合成(E)-3-芳基-7-甲基-2,6-辛二烯酸

本站小编 Free考研考试/2022-02-14

摘要/Abstract



对Pd (OAc)2和P (o-MeC6H43催化的(E)-7-甲基-2,6-辛二烯酸与碘代芳烃的立体选择性Mizoroki-Heck芳基化反应进行了优化,在减少催化剂的用量以及过量的三乙胺同时作碱和溶剂的条件下,产物的收率得到了显著的改善.在回流温度下通过Mizoroki-Heck芳基化反应,以37%~68%的分离收率合成了20个(E)-3-芳基-7-甲基-2,6-辛二烯酸,它们的结构经过IR,1H NMR,13C NMR,HR-ESI-MS和X射线衍射的表征.
关键词: (E)-3-芳基-7-甲基-2,6-辛二烯酸, Mizoroki-Heck芳基化反应, 构型, 合成
Stereoselective Mizoroki-Heck arylation of (E)-7-methylocta-2,6-dienoic acid with aryl iodide catalyzed by Pd(OAc)2 and P(o-MeC6H4)3 was optimized, and the yields were improved under the condition of excess Et3N both as the base and solvent with reduced amount of catalysts. Twenty (E)-3-aryl-7-methylocta-2,6-dienoic acids were directly synthesized via Mizoroki-Heck arylation in 37%~68% isolated yields at reflux temperature. Their structures were characterized by IR, 1H, 13C NMR, HR-ESI-MS data and X-ray diffraction.
Key words: (E)-3-aryl-7-methylocta-2,6-dienoic acid, Mizoroki-Heck arylation, configuration, synthesis


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