| 3-芳基-2,2-二取代二氢苯并呋喃的合成 |
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| 引用本文： | 张靖,吴玉花,段新方,刘刚,刘子节.3-芳基-2,2-二取代二氢苯并呋喃的合成[J].广东药学院学报,2011,27(3):250-252. |
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| 作者姓名： | 张靖 吴玉花 段新方 刘刚 刘子节 |
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| 作者单位： | 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 |
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| 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-NM...
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| 关 键 词： | 麦克默里(McMurry)反应 交联耦合 二氢苯并呋喃 |
Synthesis of 3-aryl-2,2-disubtituted dihydrobenzofurans |
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| ZHANG Jing,WU Yu-hua,DUAN Xin-fang,LIU Gang,LIU Zi-jie.Synthesis of 3-aryl-2,2-disubtituted dihydrobenzofurans[J].Academic Journal of Guangdong College of Pharmacy,2011,27(3):250-252. |
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| Authors: | ZHANG Jing WU Yu-hua DUAN Xin-fang LIU Gang LIU Zi-jie |
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| Institution: | 1(1.Institute of Materia Medica,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100050,China;2.Department of Chemistry,Beijing Normal University,Beijing 100875,China) |
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| Abstract: | 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. |
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| Keywords: | McMurry reaction cross coupling dihydrobenzofuran |
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