| Barton-Zard反应合成2-乙氧羰基-4,5,6,7-四氢异吲哚方法的改进 |
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| 引用本文： | 廖勇刚,宋建新,王立功,王正威,王海波,郭灿城.Barton-Zard反应合成2-乙氧羰基-4,5,6,7-四氢异吲哚方法的改进[J].化学试剂,2006,28(11):663-664,667. |
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| 作者姓名： | 廖勇刚 宋建新 王立功 王正威 王海波 郭灿城 |
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| 作者单位： | 湖南大学,化学化工学院,湖南,长沙,410082 |
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| 基金项目： | 国家自然科学基金(20376018)资助项目。 |
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| 摘 要： | 在碳酸钾作用下,1-硝基环己烯与异氰基乙酸乙酯在乙醇中发生Barton-Zard反应,得到2-乙氧羰基-4,5,6,7-四氢异吲哚。该方法使用碳酸钾代替有机碱DBU和易水解的叔丁醇钾,用乙醇代替四氢呋喃,溶剂毒性低,操作简便,产率更高。
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| 关 键 词： | 1-硝基环己烯 Barton-Zard反应 2-乙氧羰基-4 5 6 7-四氢异吲哚 合成 |
| 文章编号： | 0258-3283（2006）11-0663-02 |
| 收稿时间： | 2006-05-14 |
| 修稿时间： | 2006-05-14 |
Improved Barton-Zard reaction for the synthesis of 2-ethoxycarbonyl-4,5,6,7-tetrahydroisoindole |
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| LIAO Yong-gang,SONG Jian-xin,WANG Li-gong,WANG Zheng-wei,WANG Hai-bo,GUO Can-cheng.Improved Barton-Zard reaction for the synthesis of 2-ethoxycarbonyl-4,5,6,7-tetrahydroisoindole[J].Chemical Reagents,2006,28(11):663-664,667. |
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| Authors: | LIAO Yong-gang SONG Jian-xin WANG Li-gong WANG Zheng-wei WANG Hai-bo GUO Can-cheng |
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| Affiliation: | College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China |
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| Abstract: | 2-Ethoxycarbonyl-4,5,6,7-tetrahydroisoindole was synthesized via the Barton-Zard reaction in ethanol from 1-nitrocyclohexene and ethyl isocyanoacetate in the presence of potassium carbonate.The improved method,which employed potassium carbonate instead of the organic base,1,8-diazabicyclo5.4.0] undec-7-ene(DBU)and the easily hydrolyzed tert-butoxide,and ethanol instead of THF respectively,had higher yield,with avoidance of using toxic reagents,and was convenient in operation. |
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| Keywords: | 1-nitrocyclohexene Barton-Zard reaction 2-ethoxycarbonyl-4 5 6 7-tetra hydroisoindole synthesis |
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