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Synthesis of Polyfluoroalkyl Cyclobutenes from 3-Aza-1,5-enynes via an Aza-Claisen Rearrangement/Cyclization Cascade
Xin, Xiaoyi; Wang, Dongping; Wu, Fan; Wang, Chunxiang; Wang, Haolong; Li, Xincheng; Wan, Boshun
刊名ORGANIC LETTERS
2013-09-06
DOI10.1021/ol4020738
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
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
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.
语种英语
WOS记录号WOS:000328864800061
引用统计
文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/137892
专题中国科学院大连化学物理研究所
作者单位Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
推荐引用方式
GB/T 7714
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.
APA Xin, Xiaoyi.,Wang, Dongping.,Wu, Fan.,Wang, Chunxiang.,Wang, Haolong.,...&Wan, Boshun.(2013).Synthesis of Polyfluoroalkyl Cyclobutenes from 3-Aza-1,5-enynes via an Aza-Claisen Rearrangement/Cyclization Cascade.ORGANIC LETTERS,15(17),4512-4515.
MLA Xin, Xiaoyi,et al."Synthesis of Polyfluoroalkyl Cyclobutenes from 3-Aza-1,5-enynes via an Aza-Claisen Rearrangement/Cyclization Cascade".ORGANIC LETTERS 15.17(2013):4512-4515.
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