Facile synthesis of spirosubstituted cyclopropanes through reaction of electron-deficient olefins and 1,3-indandione

被引:5
|
作者
Huang, Jiamin [1 ]
Liu, Wenli [1 ]
Wang, Changqing [1 ]
Yang, Liu [1 ]
Cao, Xiaohua [1 ]
机构
[1] Jiujiang Univ Jiujiang, Coll Chem & Environm Engn, Jiangxi Prov Engn Res Ctr Ecol Chem Ind, Jiujiang 332005, Jiangxi, Peoples R China
基金
中国国家自然科学基金;
关键词
Spirocyclopropyl compound; 1,3-Indandione; Iodine; Alkenes; DONOR-ACCEPTOR CYCLOPROPANES; DIASTEREOSELECTIVE SYNTHESIS; STEREOSELECTIVE CYCLOPROPANATION; ASYMMETRIC CYCLOPROPANATION; EFFICIENT APPROACH; ACID; SPIROCYCLOPROPANES; CYCLOADDITIONS; ANNULATION; ACCESS;
D O I
10.1016/j.tetlet.2019.151417
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and facile approach for the synthesis of spirosubstituted cyclopropane derivatives has been described. The reaction of 1,3-indandione with arylidenemalononitrile in the presence of molecular iodine and dimethylaminopyridine occurred to give cyclopropanes in moderate to excellent yields. The structures of the products were characterized by NMR and X-ray diffraction analysis. A possible mechanism of this reaction process is proposed. (C) 2019 Elsevier Ltd. All rights reserved.
引用
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页数:3
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