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水相中2-氨基-4-芳基-5,6-二氢化-4H-吡喃并[3,2-c]喹啉-5-酮衍生物的合成
引用本文:王香善,曾兆森,李玉玲,史达清,屠树江,魏贤勇,宗志敏. 水相中2-氨基-4-芳基-5,6-二氢化-4H-吡喃并[3,2-c]喹啉-5-酮衍生物的合成[J]. 有机化学, 2006, 26(2): 228-232
作者姓名:王香善  曾兆森  李玉玲  史达清  屠树江  魏贤勇  宗志敏
作者单位:1. 徐州师范大学化学系,徐州,221116;中国矿业大学化学工程学院,徐州,221008;江苏省药用植物生物技术重点实验室,徐州,221116
2. 徐州师范大学化学系,徐州,221116
3. 徐州师范大学化学系,徐州,221116;江苏省药用植物生物技术重点实验室,徐州,221116
4. 中国矿业大学化学工程学院,徐州,221008
基金项目:江苏省高校自然科学基金(No.04KJB150139)资助项目.
摘    要:以芳亚甲基丙二腈或2-氰基-3-芳基丙烯酸酯和4-羟基喹啉-2-酮为原料, 水为溶剂, 在TEBA(三乙基苄基氯化铵)催化下90 ℃, 合成了2-氨基-4-芳基-5,6-二氢化-4H-吡喃[3,2-c]喹啉-5-酮衍生物. 和其它方法相比, 该反应具有反应条件温和, 产率高(87%~96%)和环境友好等优点. 产物的结构通过熔点, IR, 1H NMR和元素分析表征. 化合物3m的结构通过X单晶衍射分析确证.

关 键 词:吡喃并喹啉    TEBA  合成
收稿时间:2005-02-23
修稿时间:2005-04-06

Synthesis of 2-Amino-4-aryl-5,6-dihydro-4H-pyrano[3,2-c]quinolin-5-one Derivatives in Water
WANG, Xiang-Shan,ZENG, Zhao-Sen,LI, Yu-Ling,SHI, Da-Qing,TU, Shu-Jiang,WEI, Xian-Yong,ZONG, Zhi-Min. Synthesis of 2-Amino-4-aryl-5,6-dihydro-4H-pyrano[3,2-c]quinolin-5-one Derivatives in Water[J]. Chinese Journal of Organic Chemistry, 2006, 26(2): 228-232
Authors:WANG   Xiang-Shan  ZENG   Zhao-Sen  LI   Yu-Ling  SHI   Da-Qing  TU   Shu-Jiang  WEI   Xian-Yong  ZONG   Zhi-Min
Affiliation:a Department of Chemistry, Xuzhou Normal University, Xuzhou 221116;b School of Chemical Engineering, China University of Mining and Technology, Xuzhou 221008;c Key Laboratory of Biotechnology on Medical Plant of Jiangsu Province, Xuzhou 221116
Abstract:A series of 2-amino-4-aryl-5,6-dihydro-4H-pyrano[3,2-c]quinolin-5-one derivatives were synthesized by the TEBA (triethylbenzyl ammonium chloride) catalyzed reaction of arylmethylidenemalononitriles or 3-aryl-2-cyano-1-acrylate with 4-hydroxy-1,2-dihydroquinolin-2-one in water at 90 ℃. Compared with other synthetic methods, this method has the advantages of milder reaction conditions, high yields (87%~96%) and environmentally benign procedure. The structures of the products were characterized by melting points, IR, 1H NMR spectra and elemental analysis, and the structure of compond 3m was confirmed by X-ray diffraction analysis.
Keywords:pyranoquinoline  water  TEBA  synthesis
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