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One-pot Two-Step Cycloaddition Reaction for Convenient Synthesis of Polycyclic Spirooxindole-fused [1,3]Oxazines

One-pot Two-Step Cycloaddition Reaction for Convenient Synthesis of Polycyclic Spirooxindole-fused Oxazines

作     者:Jing Sun Hui Gong Chaoguo Yan 

作者机构:College of Chemistry & Chemical Engineering Yangzhou University Yangzhou Jiangsu 225002 China 

出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))

年 卷 期:2015年第33卷第9期

页      面:1049-1056页

核心收录:

学科分类: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:This work was financially supported by the National Natural Science Foundation of China (Grant No. 21272200) and the Priority Academic Program Development of Jiangsu Higher Education Institutions. We would also like to express our sincere thanks to the Analysis Center of Yangzhou University for providing all necessary instruments for characterization of structures 

主  题:Diels-Alder reaction one-pot reaction diastereoselectivity spirooxindole oxazine maleimide 

摘      要:The novel spirooxindoline fused [1,3]oxazines were efficiently synthesized from Diels-Alder reaction of N-arylmaleimides with 1,2-dihydro-2-oxospiro[3H-indole-3,2'-[2H,9aH-pyrido[2,1-b][l,3]oxazines], which were generated in situ from three-component reactions of substituted pyridines and isatins with methyl propiolate, or di- methyl acetylenedicarboxylate. The stereochemistry of the products was clearly clarified by the analysis of 1H NMR data and single crystal structures of the obtained polycyclic compounds.

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