Diastereoselective Three-Component Cascade Reaction to Construct Oxindole-Fused Spirotetrahydrofurochroman Scaffolds for Drug Discovery
文献类型：期刊论文
| 作者 | Qiu, Lin1; Wang, Dongwei1; Lei, Yubing1; Gao, Lixin2; Liu, Shunying1; Li, Jia2 ; Hu, Wenhao1
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| 刊名 | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
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| 出版日期 | 2016-05 |
| 期号 | 15页码:2671-2680 |
| 关键词 | Multicomponent reactions Cascade reactions Cyclization Drug discovery Polycycles Oxygen heterocycles |
| ISSN号 | 1434-193X |
| DOI | 10.1002/ejoc.201600315 |
| 文献子类 | Article |
| 英文摘要 | A one-pot synthesis of new oxindole-fused polycyclic scaffolds is reported. The process involves a three-component [3+2] cycloaddition followed by cyclization through an intramolecular Michael addition. The reaction gives easy access to oxindole-fused spirotetrahydrofurochromans in moderate to good yields with high regio- and diastereoselectivity. These compounds could be useful for for drug discovery. Further modification was achieved by reduction of the nitro group, and intramolecular amide formation to give the corresponding lactams. The resulting heterocyclic products show good inhibitory activity against the enzyme PTP1B in vitro. |
| WOS关键词 | ONE-POT SYNTHESIS ; CARBONYL YLIDES ; MULTICOMPONENT REACTIONS ; STEREOSELECTIVE-SYNTHESIS ; CYCLOADDITION REACTIONS ; DOMINO REACTION ; 1,3-DIPOLAR CYCLOADDITIONS ; EFFICIENT CONSTRUCTION ; DIPOLAR CYCLOADDITION ; 4-COMPONENT SYNTHESIS |
| 资助项目 | National Natural Science Foundation of China (NSFC)[21125209] ; National Natural Science Foundation of China (NSFC)[21332003] ; Ministry of Science and Technology (MOST) of China[2011CB808600] ; Science and Technology Commission of Shanghai Municipality (STCSM)[12JC1403800] ; Science and Technology Commission of Shanghai Municipality (STCSM)[15ZR1411000] ; Wuhan University of Technology (WUT)[2015-KF-11] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000377251800011 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/276050]  |
| 专题 | 国家新药筛选中心 中科院受体结构与功能重点实验室 新药研究国家重点实验室 药物安全性评价中心 |
| 通讯作者 | Liu, Shunying; Hu, Wenhao |
| 作者单位 | 1.E China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Sch Chem & Mol Engn, 3663 North Zhongshan Rd, Shanghai 200062, Peoples R China; 2.Chinese Acad Sci, Shanghai Inst MateriaMed, Natl Ctr Drug Screening, State Key Lab Drug Res, Shanghai, Peoples R China |
| 推荐引用方式 GB/T 7714 | Qiu, Lin,Wang, Dongwei,Lei, Yubing,et al. Diastereoselective Three-Component Cascade Reaction to Construct Oxindole-Fused Spirotetrahydrofurochroman Scaffolds for Drug Discovery[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2016(15):2671-2680. |
| APA | Qiu, Lin.,Wang, Dongwei.,Lei, Yubing.,Gao, Lixin.,Liu, Shunying.,...&Hu, Wenhao.(2016).Diastereoselective Three-Component Cascade Reaction to Construct Oxindole-Fused Spirotetrahydrofurochroman Scaffolds for Drug Discovery.EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(15),2671-2680. |
| MLA | Qiu, Lin,et al."Diastereoselective Three-Component Cascade Reaction to Construct Oxindole-Fused Spirotetrahydrofurochroman Scaffolds for Drug Discovery".EUROPEAN JOURNAL OF ORGANIC CHEMISTRY .15(2016):2671-2680. |
入库方式： OAI收割
来源：上海药物研究所
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