铁催化1,6-共轭烯丙基化反应  

Iron catalyzed 1,6-conjugated allylation reaction

作　　者：陈永 郭贝 马超[1] 陈祖兴[1] 杨桂春[1] CHEN Yong;GUO Bei;MA Chao;CHEN Zuxing;YANG Guichun(College of Chemistry and Chemical Engineering, Hubei University, Wuhan 430062, China)

机构地区：[1]湖北大学化学化工学院,湖北武汉430062

出　　处：《湖北大学学报（自然科学版）》2021年第1期48-55,62,共9页Journal of Hubei University：Natural Science

基　　金：湖北省教育厅中青年人才项目(201811061301001)资助。

摘　　要：二芳基甲烷衍生物是一种生产香料、染料以及医药的重要中间体.合成类似复杂化合物分子最重要的方法是利用碳亲核试剂与缺电子烯烃的共轭加成从而构建新的碳-碳键形成,其中活性烯丙基化合物与对亚甲基苯醌(p-QMs)之间的1,6-共轭烯丙基化反应是合成二芳基甲烷衍生物的高效方法之一.在本文中,我们利用廉价铁Lewis酸催化烯丙基三甲基硅烷和p-QMs的1,6-共轭烯丙基化反应,以优异的收率高效合成一系列烯丙基二芳基甲烷衍生物.该反应以廉价的FeCl3·6H2O为催化剂,在室温下甲苯溶液中2 h即可完全反应,操作简单,底物范围广泛,产率最高可达99%以上.Diarylmethane derivatives are important intermediates in the production of fragrances,dyes and medicines.Conjugate addition reactions as important methods to construct new carbon-carbon bonds have been widely applied in the synthesis of diarylmethane derivatives.1,6-conjugated allylation reaction of p-quinone methides(p-QMs)with active allyl reagents is one of the efficient methods for synthesizing allyl diarylmethane derivatives.Herein,an inexpensive Lewis acid catalyzed 1,6-conjugated addition of p-QMs with allyl trimethylsilanes to produce valuable allyl diarymethanes in good to excellent yields was developed.This transformation utilized cheap FeCl3·6H2O as catalyst,with a convenient procedure and broad substrates scope,which enabled us to synthesize an array of diarylmethanes in 2 hours.

关 键 词：铁催化 1 6-共轭加成 对亚甲基苯醌化合物 烯丙基三甲基硅烷 二芳基甲烷衍生物 

分 类 号：O643[理学—物理化学]