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题名: Copper-promoted direct C-H alkoxylation of S,S-functionalized internal olefins with alcohols
作者: Liu, Zhuqing1, 2;  Huang, Fei1, 2;  Lou, Jiang1, 2;  Wang, Quannan1, 2;  Yu, Zhengkun1
刊名: ORGANIC & BIOMOLECULAR CHEMISTRY
发表日期: 2017-07-14
DOI: 10.1039/c7ob01234a
卷: 15, 页:5535-5540
收录类别: SCI
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: Copper-promoted direct C-H alkoxylation of S, S-functionalized internal olefins, that is, alpha-oxo ketene dithioacetals, was efficiently achieved with alcohols as the alkoxylating agents, (diacetoxyiodo)benzene (PhI(OAc)(2)) as the oxidant, and benzoquinone (BQ) as the co-oxidant. The alkoxylated olefins were thus constructed and applied for the synthesis of alkoxylated N-heterocycles. The polarization of the olefinic carbon-carbon double bond by the electron-donating dialkylthio and electron-withdrawing alpha-oxo functionalities plays a crucial role in making such C-H alkoxylation reactions to occur under mild conditions. Mechanistic studies implicate a single-electron-transfer (SET) reaction pathway involved in the overall catalytic cycle.
关键词[WOS]: O BOND FORMATION ;  OXO KETENE DITHIOACETALS ;  ARYL ETHERS ;  UNACTIVATED C(SP(3))-H ;  EFFICIENT SYNTHESIS ;  CATALYZED ETHERIFICATION ;  C(SP(2))-H BONDS ;  ENOL ETHERS ;  FUNCTIONALIZATION ;  ACTIVATION
语种: 英语
WOS记录号: WOS:000405003900012
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/152068
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, 457 Zhongshan Rd, Dalian 116023, Liaoning, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China

Recommended Citation:
Liu, Zhuqing,Huang, Fei,Lou, Jiang,et al. Copper-promoted direct C-H alkoxylation of S,S-functionalized internal olefins with alcohols[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2017,15:5535-5540.
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