第 48 卷第 3 期 Vol. 48 No. 3 2018 年 6 月 Jun 2018

所属栏目：医药及中间体 3，4-二氢-2H-苯并［b］氧杂■-5-酮类化合物的合成与表征

焦 娣，谢 倩，刘 苗，王少利，麻卿卿，金 辄，刘晓平*，胡 春* （沈阳药科大学“基于靶点的药物设计与研究”教育部重点实验室，辽宁 沈阳110016）

摘　要：以取代苯酚和γ-丁内酯为原料，经γ-取代苯氧基丁酸中间体，在有机强酸甲磺酸催化下，通过Friedel-Crafts分子内成环反应合成了3，4-二氢-2H-苯并［b］氧杂■-5-酮类化合物，所合成的目标化合物通过核磁共振氢谱和碳谱等手段确定了其结构。该合成方法具有原料易得、操作简便、收率高、副反应少等优点，为进一步合成3，4-二氢-2H-苯并［b］氧杂■-5-酮类衍生物奠定了基础。

关键词：3，4-二氢-2H-苯并［b］氧杂■-5-酮；γ-苯氧基丁酸；合成；表征

中图分类号：R97　　文献标识码：A　　文章编号：1009-9212（2018）03-0018-04

Synthesis and Characterization of 3, 4-Dihydro-2H-benzo[b]oxepin-5-one Derivatives

JIAO Di, XIE Qian, LIU Miao, WANG Shao-li, MA Qing-qing, JIN Zhe, LIU Xiao-ping*, HU Chun* (Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education; Shenyang Pharmaceutical University, Shenyang 110016, China)

Abstract：In pharmaceutical synthesis, 3, 4-dihydro-2H-benzo[b]oxepin-5-ones can be used as the important intermediates, and their derivatives exhibit a wide range of biological activities such as anti-inflammatory, antimicrobial, and anti-cancer activity. In this paper, the key intermediates γ-aryloxybutyric acids which were prepared from phenols and γ-butyrrolactone as the raw materials, were transformed to the target 3, 4-dihydro-2H-benzo[b]oxepin-5-ones with organic strong acid methylsulfonic acid as the catalyst by Friedel-Crafts intramolecular cyclization, and the target compounds were characterized by proton and carbon nuclear magnetic resonance spectra. The synthetic method for the target compounds has the advantages of easily available raw materials, simple operation, good yield and less side reaction, which lays the foundation for the further synthesis of 3, 4-dihydro-2H-benzo[b]oxepin-5-one derivatives.

Key words：3, 4-dihydro-2H-benzo[b]oxepin-5-one; γ-phenoxybutyric acid; synthesis; characterization

基金项目：国家自然科学基金项目（21342006）。

作者简介：焦 娣（1993-），女，辽宁锦州人，硕士研究生，研究方向：新药设计与合成（E-mail：845866340@qq.com）。

联 系 人： 刘晓平，副教授，硕士生导师，研究方向：新药设计与合成（E-mail：lxp19730107@163.com）；胡春，教授，博士生导师，研究方向：新药设计与合成（E-mail：chunhu@syphu.edu.cn）。

收稿日期：2018-06-20