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]
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.