Cp*Co-III-Catalyzed Branch-Selective Hydroarylation of Alkynes via C-H Activation: Efficient Access to alpha-gem-Vinylindoles
文献类型：期刊论文
| 作者 | Zhou, Xukai2,3; Luo, Yixin1; Kong, Lingheng2,3; Xu, Youwei2,3; Zheng, Guangfan2; Lan, Yu1; Li, Xingwei2 |
| 刊名 | ACS CATALYSIS
 |
| 出版日期 | 2017-10-01 |
| 卷号 | 7期号:10页码:7296-7304 |
| 关键词 | C-H activation cobalt indole hydroarylation alkyne insertion |
| 英文摘要 | An efficient, atom-economical, and regioselective insertion of indoles into terminal alkynes has been realized via cobalt(III)-catalyzed C-H activation under mild conditions, leading to efficient synthesis of alpha-gem-vinylindoles. The insertion of the alkynes follows a rare 1,2-selectivity, and silyl alkynes, alkyl alkynes, propargyl alcohols, and protected propargyl amines are all applicable. The mechanism of this hydroarylation system has been studied in detail by a combination of experimental and computational approaches. In the reaction of silyl terminal alkynes, the regioselectivity is dictated by the steric effects of the alkyne substituent, especially in the protonolysis stage. However, for protected propargyl amines, the selectivity results from electronic effects during the insertion step, with protonolysis being insignificant in the determination of selectivity. An internal alkyne also coupled in high efficiency but with low regioselectivity. Comparisons of cobalt, rhodium, and iridium catalysts have also been made in terms of regioselectivity and reactivity, and both are high for cobalt catalysts. |
| WOS标题词 | Science & Technology ; Physical Sciences |
| 类目[WOS] | Chemistry, Physical |
| 研究领域[WOS] | Chemistry |
| 关键词[WOS] | AB-INITIO PSEUDOPOTENTIALS ; REDOX-NEUTRAL SYNTHESIS ; BOND ACTIVATION ; TERMINAL ALKYNES ; INTERNAL ALKYNES ; STEREOSELECTIVE HYDROARYLATION ; 3+2 CYCLOADDITION ; COBALT CATALYSIS ; DIRECTING GROUPS ; INDOLE SYNTHESIS |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000412795700100 |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/150132]  |
| 专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
| 作者单位 | 1.Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China 2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhou, Xukai,Luo, Yixin,Kong, Lingheng,et al. Cp*Co-III-Catalyzed Branch-Selective Hydroarylation of Alkynes via C-H Activation: Efficient Access to alpha-gem-Vinylindoles[J]. ACS CATALYSIS,2017,7(10):7296-7304. |
| APA | Zhou, Xukai.,Luo, Yixin.,Kong, Lingheng.,Xu, Youwei.,Zheng, Guangfan.,...&Li, Xingwei.(2017).Cp*Co-III-Catalyzed Branch-Selective Hydroarylation of Alkynes via C-H Activation: Efficient Access to alpha-gem-Vinylindoles.ACS CATALYSIS,7(10),7296-7304. |
| MLA | Zhou, Xukai,et al."Cp*Co-III-Catalyzed Branch-Selective Hydroarylation of Alkynes via C-H Activation: Efficient Access to alpha-gem-Vinylindoles".ACS CATALYSIS 7.10(2017):7296-7304. |
入库方式： OAI收割
来源：大连化学物理研究所
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