| 第 48 卷第 3 期 |  | Vol. 48 No. 3 | | 2018 年 6 月 | Jun 2018 |
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所屬欄目：醫藥及中間體
3，4-二氫-2H-苯并［b］氧雜■-5-酮類(lèi)化合物的合成與表征 |
| 焦 娣，謝 倩，劉 苗，王少利，麻卿卿，金 輒，劉曉平*，胡 春*
（沈陽(yáng)藥科大學(xué)“基于靶點(diǎn)的藥物設計與研究”教育部重點(diǎn)實(shí)驗室，遼寧 沈陽(yáng)110016） |
| 摘 要：以取代苯酚和γ-丁內酯為原料，經(jīng)γ-取代苯氧基丁酸中間體，在有機強酸甲磺酸催化下，通過(guò)Friedel-Crafts分子內成環(huán)反應合成了3，4-二氫-2H-苯并［b］氧雜■-5-酮類(lèi)化合物，所合成的目標化合物通過(guò)核磁共振氫譜和碳譜等手段確定了其結構。該合成方法具有原料易得、操作簡(jiǎn)便、收率高、副反應少等優(yōu)點(diǎn)，為進(jìn)一步合成3，4-二氫-2H-苯并［b］氧雜■-5-酮類(lèi)衍生物奠定了基礎。 |
| 關(guān)鍵詞：3，4-二氫-2H-苯并［b］氧雜■-5-酮；γ-苯氧基丁酸；合成；表征 |
| 中圖分類(lèi)號：R97 文獻標識碼：A 文章編號：1009-9212（2018）03-0018-04 |
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| 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 |
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基金項目：國家自然科學(xué)基金項目（21342006）。
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作者簡(jiǎn)介：焦 娣（1993-），女，遼寧錦州人，碩士研究生，研究方向：新藥設計與合成（E-mail：845866340@qq.com）。
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聯(lián) 系 人： 劉曉平，副教授，碩士生導師，研究方向：新藥設計與合成（E-mail：lxp19730107@163.com）；胡春，教授，博士生導師，研究方向：新藥設計與合成（E-mail：chunhu@syphu.edu.cn）。
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收稿日期：2018-06-20
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