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

被引：12
|
作者：
Sun, Jing [1 ]
Gong, Hui [1 ]
Yan, Chaoguo [1 ]
机构：
[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Jiangsu, Peoples R China
来源：
CHINESE JOURNAL OF CHEMISTRY | 2015年 / 33卷 / 09期
基金：
中国国家自然科学基金;
关键词：
Diels-Alder reaction; one-pot reaction; diastereoselectivity; spirooxindole; 1,3]oxazine; maleimide; DIELS-ALDER REACTION; 3-COMPONENT REACTIONS; EFFICIENT SYNTHESIS; FACILE SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; CONSTRUCTION; ACETYLENEDICARBOXYLATE; ISATIN; DERIVATIVES; ARYLAMINES;
D O I：
10.1002/cjoc.201500332
中图分类号：
O6 [化学];
学科分类号：
0703 ;
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][1,3] oxazines], which were generated in situ from three-component reactions of substituted pyridines and isatins with methyl propiolate, or dimethyl acetylenedicarboxylate. The stereochemistry of the products was clearly clarified by the analysis of H-1 NMR data and single crystal structures of the obtained polycyclic compounds.
引用
收藏
页码：1049 / 1056
页数：8
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