| 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 |
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| 引用本文： | 王进军,韩光范,邬旭然,殷军港,赵岩.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[J].有机化学,2003,23(8):827-831. |
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| 作者姓名： | 王进军 韩光范 邬旭然 殷军港 赵岩 |
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| 作者单位： | 1. 烟台大学应用化学系,烟台,264005
2. 华东船舶工业学院材料科学系,镇江,212003 |
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| 摘 要： | 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。
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| 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 |
Synthesis of cis- and trans-2,4,8-Triaryl-5-oxo-4H-5,6,7,8- tetrahydrobenzopyrans |
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| WANG,Jin-Jun,a HAN,Guang-Fanb WU,Xu-Rana YIN,Jun-Ganga ZHAO,Yana.Synthesis of cis- and trans-2,4,8-Triaryl-5-oxo-4H-5,6,7,8- tetrahydrobenzopyrans[J].Chinese Journal of Organic Chemistry,2003,23(8):827-831. |
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| Authors: | WANG Jin-Jun a HAN Guang-Fanb WU Xu-Rana YIN Jun-Ganga ZHAO Yana |
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| Institution: | Department of Applied Chemistry, Yantai University;School of Material and Environmental Engineering, Esat China Shipbuilding |
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| Abstract: | Michael addition of 5-aryl-1,3-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-4H-5,6,7,8-tetrahydrobenzopyrans bearing two chiral atoms. The structures and configurations of the products were confirmed by elemental analysis, IR, 1H NMR and NOE, and the reaction mechanism was discussed as well. |
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| Keywords: | Michael addition cyclization benzopyran heterocyclic synthesis |
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