3-芳基-2,2-二取代二氢苯并呋喃的合成  

Synthesis of 3-aryl-2,2-disubtituted dihydrobenzofurans

作　　者：张靖[1] 吴玉花[2] 段新方[2] 刘刚[1] 刘子节[1] 

机构地区：[1]中国医学科学院北京协和医学院药物研究所,北京100050 [2]北京师范大学化学系,北京100875

出　　处：《广东药学院学报》2011年第3期250-252,共3页Academic Journal of Guangdong College of Pharmacy

摘　　要：目的简化3-芳基-2,2-二取代二氢苯并呋喃的合成方法。方法以2-羟基苯基芳基甲酮与酮为起始原料,经交叉型麦克默里（McMurry）偶联反应生成邻羟基二苯乙烯衍生物,再经酸催化环化得到目标产物。结果采用本路线合成的3-芳基-2,2-二取代二氢苯并呋喃收率在89%98%之间,结构经IR、^1H-NMR、^13C-NMR、HRMS（EI）等波谱数据确证。结论两步法合成路线原料易得,反应条件温和,易于操作,收率适于较大量制备。Objective To simplify the synthesis of 3-aryl-2,2-disubtituted dihydrobenzofurans.Methods It involves a selective cross McMurry reaction coupling of a 2-hydroxyphenyl-aryl-methanone with an aldehyde as a pivotal step and a sequential acid-promoted cyclization of the resulting ortho-vinylphenols.Results The structure of 3-aryl-2,2-disubtituted dihydrobenzofurans was confirmed by IR,1H-NMR,13C-NMR and HRMS（EI）.An array of 3-aryl-2,2-disubtituted dihydrobenzofurans were conveniently and efficiently obtained with two-step total yields of 89%98%.Conclusion The advantages of this synthetic approach are as follows： the reagents are readily available,the conditions are mild and the operations are simple,and the preparations are suitable for scale-up.

关 键 词：麦克默里(McMurry)反应 交联耦合 二氢苯并呋喃 

分 类 号：TQ251.1[化学工程—有机化工]