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Phosphine-catalyzed [4+2] Annulations of α-Aminonitriles with Allenoates: Synthesis of Functionalized Tetrahydropyridines

Phosphine-catalyzed [4+2] Annulations of α-Aminonitriles with Allenoates: Synthesis of Functionalized Tetrahydropyridines

作     者:JANG Hochol LIU Wei ZHANG SEAN Xiao'an LIAO Weiwei 

作者机构:Department of Organic Chemistry College of Chemistry Jilin University Changchun 130012 P. R. China Department of Chemistry Kim Ⅱ Sung University Pyongyang D. P. R. Korea 

出 版 物:《Chemical Research in Chinese Universities》 (高等学校化学研究(英文版))

年 卷 期:2016年第32卷第3期

页      面:385-389页

核心收录:

学科分类:081702[工学-化学工艺] 081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基  金:Supported by the National Natural Science Foundation of China(No. 21372096) 

主  题:Annulation Catalysis Tetrahydropyridine 

摘      要:Phosphine-catalyzed [4+2] annulations of 2-(acetoxymethyl)buta-2,3-dienoates with α-aminonitriles have been developed, in which a-aminonitriles serve as C, N-bisnucleophilic reaction partners and 2-(acetoxymethyl)buta- 2,3-dienoates as "C4 synthons" respectively. A number of a-aminonitriles could be successfully applied to giving multifunctional desired products using PPh3 as catalyst. This method provides a facile entry to access polysubstituted tetrahydropyridines bearing quaternary carbon centers. The possible reaction mechanism was also proposed.

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