Reactions of N-benzyl-pyridinium or -isoquinolinium ylides with ethyl 3-fluoro-3-(fluroalkyl)acrylates to give fluoroalkyl-substituted indolizine and pyrrolo[2,1-a]isoquinoline derivatives
文献类型：期刊论文
| 作者 | Peng WM(彭卫民) ; Zhu SZ(朱仕正) |
| 刊名 | J. Chem. Soc.-Perkin Trans. 1
 |
| 出版日期 | 2001 |
| 期号 | 23页码:3204-3210 |
| ISSN号 | 1472-7781 |
| 其他题名 | 氮苯基吡啶或喹啉叶立德与3-氟-3-氟烷基-丙烯酸乙酯生成氟烷基取代的中氮茚和吡咯并异喹啉衍生物 |
| 通讯作者 | 朱仕正 |
| 英文摘要 | In the presence of base,N-benzylpyridinium and N-benzylisoquinolinium ylides generated in situ from the N-benzyl-pyridinium or -isoquinolinium bromides react with ethyl 3-fluroro-3-fluoroalkyl(except bromodifluoromethyl)acrylates to give one or two fluoroalkylated indolizine and pyrrolo[2,2-α]isoquinoline derivatives through 1,3-dipolar cycloaddition followedby an oxidative aromatization or 1,3-H-shift aromatization process. While ethyl 3-bromodifluoromethyl-3-fluoroacrylate reacts with 4-nitrobenzylpyridinium ylide, a trifluoromethylated indolizine derivative wasobtained unexpectedly. It is more remarkable that the reaction of ehtyl 3-bromodifluoromethyl-3-fluoroacrylate with N-benzylisoquinolinium ylide produces afluorocarbonyl-substituted pyrrolo[2,1-α]isoquinoline derivative, which is fully characterized by spectroscopic methods and X-ray diffraction analysis, in addition to the 1,3-H-shift aromatization product. |
| 学科主题 | 有机氟化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1039/b103586j |
| 语种 | 英语 |
| 公开日期 | 2013-01-18 |
| 源URL | [http://202.127.28.38/handle/331003/14260]  |
| 专题 | 上海有机化学研究所_中科院有机氟化学重点实验室 |
| 推荐引用方式 GB/T 7714 | Peng WM,Zhu SZ. Reactions of N-benzyl-pyridinium or -isoquinolinium ylides with ethyl 3-fluoro-3-(fluroalkyl)acrylates to give fluoroalkyl-substituted indolizine and pyrrolo[2,1-a]isoquinoline derivatives[J]. J. Chem. Soc.-Perkin Trans. 1,2001(23):3204-3210. |
| APA | 彭卫民,&朱仕正.(2001).Reactions of N-benzyl-pyridinium or -isoquinolinium ylides with ethyl 3-fluoro-3-(fluroalkyl)acrylates to give fluoroalkyl-substituted indolizine and pyrrolo[2,1-a]isoquinoline derivatives.J. Chem. Soc.-Perkin Trans. 1(23),3204-3210. |
| MLA | 彭卫民,et al."Reactions of N-benzyl-pyridinium or -isoquinolinium ylides with ethyl 3-fluoro-3-(fluroalkyl)acrylates to give fluoroalkyl-substituted indolizine and pyrrolo[2,1-a]isoquinoline derivatives".J. Chem. Soc.-Perkin Trans. 1 .23(2001):3204-3210. |
入库方式： OAI收割
来源：上海有机化学研究所
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