固-液相转移催化α-溴代芳基乙腈的氧化偶联反应和二芳基乙腈的氧化脱氰反应

doi:10.5246/jcps.2012.05.054

固-液相转移催化α-溴代芳基乙腈的氧化偶联反应和二芳基乙腈的氧化脱氰反应

张鑫^¶, 侯雪玲^¶, 韩方斌, 葛泽梅^*, 程铁明, 李润涛^*

1. 解放军总医院第一附属医院药剂药理科, 北京 100048
2. 中国科学院新疆理化技术研究所, 新疆乌鲁木齐 830011
3. 北京大学医学部天然药物及仿生药物国家重点实验室; 药学院, 北京 100191

收稿日期:2012-03-28 修回日期:2012-07-05 出版日期:2012-09-15 发布日期:2012-09-15
通讯作者: 葛泽梅*, 李润涛*

Oxidative coupling of α–bromoarylacetonitriles and oxidative decyanation of diarylacetonitriles catalyzed by solid-liquid phase transfer

Xin Zhang^¶, Xueling Hou^¶, Fangbin Han, Zemei Ge^*, Tieming Cheng, Runtao Li^*

1. Department of Pharmacy, The First Affiliated Hospital of General Hospital of PLA, Beijing 100048, China
2. Xinjiang Technical Institute of Physics & Chemistry, Chinese Academy of Sciences, Urumqi 830011, China
3. State Key Laboratory of Natural and Biomimetic Drugs; School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China

Received:2012-03-28 Revised:2012-07-05 Online:2012-09-15 Published:2012-09-15
Contact: Zemei Ge*, Runtao Li*

摘要/Abstract

摘要：

室温条件下以丙酮为溶剂, 无水磷酸钾为碱, TBAB为催化剂, 采用固-液相转移催化法实现α-溴代芳基乙腈的氧化偶联反应和二芳基乙腈的氧化脱氰反应。应用这种温和、简便的方法, 可以高收率地得到 α,β-二氰基芳乙烯和二芳基酮。

关键词: 固-液相转移催化, 氧化偶联反应, α,β-二氰基芳乙烯, 氧化脱氰, 二芳基酮

Abstract: Oxidative coupling of α-bromoarylacetonitriles and oxidative decyanation of diarylacetonitriles are efficiently realized by solid-liquid phase transfer catalysis using anhydrous K₃PO₄ as base and TBAB as catalyst in acetone at room temperature. In this mild and convenient method, α,β-dicyanostilbenes and diarylketones were prepared in good to excellent yields.

Key words: Solid-liquid phase transfer catalysis, Oxidative coupling reaction, α,β-Dicyanostilbenes, Oxidative decyanation, Diarylketones

中图分类号:

R916

Supporting:

Foundation item: Natural Science Foundation of China (Grant No. NSFC 20672009).

^¶These authors made equal contribution to this work.

^*Corresponding author. Tel.: 86-10-82801504;

Dedicated to Professor Lihe Zhang on the occasion of his 75^th birthday.

张鑫^¶, 侯雪玲^¶, 韩方斌, 葛泽梅^*, 程铁明, 李润涛^*. 固-液相转移催化α-溴代芳基乙腈的氧化偶联反应和二芳基乙腈的氧化脱氰反应[J]. , DOI: 10.5246/jcps.2012.05.054.

Xin Zhang^¶, Xueling Hou^¶, Fangbin Han, Zemei Ge^*, Tieming Cheng, Runtao Li^*. Oxidative coupling of α–bromoarylacetonitriles and oxidative decyanation of diarylacetonitriles catalyzed by solid-liquid phase transfer[J]. , DOI: 10.5246/jcps.2012.05.054.

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