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Copper-Mediated Intramolecular Oxidative C-H/C-H Cross-Coupling of alpha-Oxo Ketene N,S-Acetals for Indole Synthesis
Huang, Fei1; Wu, Ping1; Wang, Liandi1; Chen, Jiping1; Sun, Chenglin1; Yu, Zhengkun1,2
刊名JOURNAL OF ORGANIC CHEMISTRY
2014-11-07
DOI10.1021/jo5014542
79期:21页:10553-10560
收录类别SCI ; IC
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]N-ARYL ENAMINES ; BOND ACTIVATION ; CYCLIZATION ; ANILINES ; EFFICIENT ; FUNCTIONALIZATION ; HETEROCYCLES ; ANNULATION ; CATALYSIS ; OXIDANT
英文摘要CuCl2-mediated intramolecular C-H/C-H cross-dehydrogenative coupling (CDC) of thioalkyl-substituted a-acetyl or alpha-aroyl ketene N,S-acetals afforded 2-thioalkyl indoles. Tunable C-S bond transformations of the resultant indoles led to highly functionalized N-heterocyclic compounds. A beta-thioalkyl is necessary to activate the N,S-acetal substrate and enable the CDC reaction to occur, and the relevant mechanism studies revealed that the CDC reaction follows a radical pathway.
语种英语
WOS记录号WOS:000344638200056
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文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/145747
专题中国科学院大连化学物理研究所
作者单位1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
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Huang, Fei,Wu, Ping,Wang, Liandi,et al. Copper-Mediated Intramolecular Oxidative C-H/C-H Cross-Coupling of alpha-Oxo Ketene N,S-Acetals for Indole Synthesis[J]. JOURNAL OF ORGANIC CHEMISTRY,2014,79(21):10553-10560.
APA Huang, Fei,Wu, Ping,Wang, Liandi,Chen, Jiping,Sun, Chenglin,&Yu, Zhengkun.(2014).Copper-Mediated Intramolecular Oxidative C-H/C-H Cross-Coupling of alpha-Oxo Ketene N,S-Acetals for Indole Synthesis.JOURNAL OF ORGANIC CHEMISTRY,79(21),10553-10560.
MLA Huang, Fei,et al."Copper-Mediated Intramolecular Oxidative C-H/C-H Cross-Coupling of alpha-Oxo Ketene N,S-Acetals for Indole Synthesis".JOURNAL OF ORGANIC CHEMISTRY 79.21(2014):10553-10560.
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