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有机化学
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有机化学 ›› 2003, Vol. 23 ›› Issue (8): 827-831. 上一篇    下一篇

研究论文

顺（反）-2，4，7-三芳基5-氧代4H-5，6，7，8-四氢苯并吡喃衍生物的合成

王进军;韩光范;邬旭然;殷军港;赵岩   

  1. 烟台大学应用化学系;华东船舶工业学院材料科学系
  • 发布日期:2003-08-25

Synthesis of cis- and trans-2,4,8-Triaryl-5-oxo-4H-5,6,7,8- tetrahydrobenzopyrans

Wang Jinjun;Han Guangfan;Wu Xuran;Yin Jungang;Zhao Yan   

  1. Department of Applied Chemistry, Yantai University;School of Material and Environmental Engineering, Esat China Shipbuilding
  • Published:2003-08-25

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654

被引次数

3

在酸或碱怀条件下，5，5-二甲基-1，3-环已二酮和5-芳基-1，3-环已二酮与 查尔酮首先进行Michael加成反应，进而环合为7，7-二甲基-2，4-二芳基-5-氧代- 4H-5，6，7，8-四氢苯并吡喃衍生物和含有两个手性原子的顺和反-2，4，7-三芳 基-5-氧代-4H-5，6，7，8-四氢苯并吡喃衍生物。讨论了反应机理并且通过~1H NMR光谱和NOE差谱确定其产物构型。所合成新的多氢苯并吡喃衍生物的分子结构 均经红外光谱、核磁共振光谱和元素分析予以证实。

关键词: 迈克尔加成反应;环化;苯并呋喃;杂环化合物;质子磁共振谱法, 红外分光光度法;元素分析;反应机理

Michael addition of 5-aryl-l, 3-cyclohexanedione to the chalcones was carried out in the acidic or basic condition to give the corresponding cis- and trans-2,4,7-triaryl-5-oxo-4#-5,6,7,8- tetrahydrobenzopyrans bearing two chiral atoms. The structures and configurations of the products were confirmed by elemental analysis, IR, 'H NMR and NOE, and the reaction mechanism was discussed as well.

Key words: MICHAEL ADDITION REACTION;CYCLIZATION;BENZOFURAN;HETEROCYCLIC COMPOUNDS, 1HNMR;IR;ELEMENTAL ANALYSIS;REACTION MECHANISM

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