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不对称合成新型的吲哚螺-2,3-二氢呋喃衍生物
引用本文:邹建锋,李新生.不对称合成新型的吲哚螺-2,3-二氢呋喃衍生物[J].浙江师范大学学报(自然科学版),2014(1):84-92.
作者姓名:邹建锋  李新生
作者单位:浙江师范大学化学与生命科学学院,浙江金华321004
摘    要:在辛可宁的作用下,以靛红衍生物(N-甲基-3-羟基-2-吲哚酮)和氰基苯乙烯衍生物为原料,1,3,5-三甲苯为溶剂,合成了一系列的新型的手性吲哚螺-2,3-二氢化呋喃衍生物.该反应产率较高(90%~99%),选择性较好,而且操作简单、后处理方便.产物的结构经红外光谱、核磁共振谱(1H,13C)及高分辨质谱法表征.

关 键 词:辛可宁  靛红  不对称合成  立体选择性  螺环

Asymmetric synthesis of novel spirooxindol-2,3-dihydrofuran compounds
ZOU Jianfeng,LI Xinsheng.Asymmetric synthesis of novel spirooxindol-2,3-dihydrofuran compounds[J].Journal of Zhejiang Normal University Natural Sciences,2014(1):84-92.
Authors:ZOU Jianfeng  LI Xinsheng
Institution:( College of Chemistry and Life Science, Zhejiang Normal University, Jinhua Zhejiang 321004, China}
Abstract:A series of novel spirooxindol-2,3-dihydrofuran compounds were synthesized by the reaction of isa- tin derivatives (3-hydroxy-l-methylindolin-2-one) and cinnamonitrile derivatives in mesitylene in the presence of cinchonine. The reaction had excellent yields, high enantioselectivity, simple operation and easy post-pro- cessing. The structures of the products were determined by IR, NMR ( 1 H, 13 C) and HRMS analysis.
Keywords:cinchonine  isatin  asymmetric synthesis  enantioselectivity  spirocyclic
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