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题名: Synthesis of Polyfluoroalkyl Cyclobutenes from 3-Aza-1,5-enynes via an Aza-Claisen Rearrangement/Cyclization Cascade
作者: Xin, Xiaoyi1;  Wang, Dongping1;  Wu, Fan1;  Wang, Chunxiang1;  Wang, Haolong1;  Li, Xincheng1;  Wan, Boshun1
刊名: ORGANIC LETTERS
发表日期: 2013-09-06
DOI: 10.1021/ol4020738
卷: 15, 期:17, 页:4512-4515
收录类别: SCI ;  IC ;  CCR
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: A facile synthetic route to access polyfluoroalkyl functionalized cyclobutenes bearing an exo cyclic double bond from 3-aza-1,5-enynes is reported. The reaction proceeds via a thermal aza-Claisen rearrangement to give an allene-imine intermediate; subsequent cyclization affords the cyclobutene core. The kinetics of the transformation of starting material and the intermediate was studied by H-1 NMR spectroscopy, where a consecutive reaction was revealed.
关键词[WOS]: INTERMOLECULAR 2+2 CYCLOADDITION ;  PLATINUM-CATALYZED CYCLOISOMERIZATION ;  RING EXPANSION ;  ENANTIOSELECTIVE SYNTHESIS ;  STEREOSELECTIVE-SYNTHESIS ;  SUBSTITUTED CYCLOBUTENES ;  ORGANIC-SYNTHESIS ;  TERMINAL ALKYNES ;  METHYL ETHERS ;  ENE-YNAMIDES
语种: 英语
WOS记录号: WOS:000328864800061
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/137892
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

Recommended Citation:
Xin, Xiaoyi,Wang, Dongping,Wu, Fan,et al. Synthesis of Polyfluoroalkyl Cyclobutenes from 3-Aza-1,5-enynes via an Aza-Claisen Rearrangement/Cyclization Cascade[J]. ORGANIC LETTERS,2013,15(17):4512-4515.
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