One-pot domino reactions for synthesis of heterocyclic[3.3.3] propellanes and spiro[cyclopenta[b]pyridine-4,2′-indenes]

被引：28
|
作者：
Zhang, Li-Juan [1 ]
Yan, Chao-Guo [1 ]
机构：
[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Peoples R China
来源：
TETRAHEDRON | 2013年 / 69卷 / 24期
基金：
中国国家自然科学基金;
关键词：
Domino reaction; Propellane; Spiro compound; Enaminone; Ninhydrin; DIELS-ALDER REACTION; AROMATIC-ALDEHYDES; METHYL PROPIOLATE; 3-COMPONENT SYNTHESIS; 4-COMPONENT REACTIONS; CATALYZED SYNTHESIS; CYCLIC ENAMINONES; FACILE SYNTHESIS; ONE-STEP; ARYLAMINES;
D O I：
10.1016/j.tet.2013.04.048
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient synthetic procedure for the functionalized heterocyclic[3.3.3]propellanes was successfully developed by one-pot domino reaction of ninhydrin, malononitrile with 3-arylamino-2-cyclohexenones and their 5,5-dimethyl derivatives in the presence of triethylamine in ethanol at room temperature. On the other hand the similar one-pot reaction containing 3-arylamino-2-cyclopentenones resulted in the functionalized spiro[cyclopenta[b]pyridine-4,2'-indenes] in moderate yields. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4915 / 4921
页数：7
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