Markovnikov-Selective Radical Addition of S-Nucleophiles to Terminal Alkynes through a Photoredox Process | |
Department | OSSO国家重点实验室 |
Wang, Huamin1; Lu, Qingquan1; Chiang, Chien-Wei1; Luo, Yi1; Zhou, Jiufu1; Wang, Guangyu1; Lei AW(雷爱文)1,2; Lei AW(雷爱文) | |
2017 | |
Source Publication | Angewandte Chemie International Edition |
ISSN | 1433-7851 |
Volume | 56Issue:2Pages:595-599 |
Abstract | Direct radical additions to terminal alkynes have been widely employed in organic synthesis, providing credible access to the anti-Markovnikov products. Because of the Kharasch effect, regioselective control for the formation of Markovnikov products still remains a great challenge. Herein, we develop a transition-metal-free, visible light-mediated radical addition of S-nucleophiles to terminal alkynes, furnishing a wide array of -substituted vinyl sulfones with exclusive Markovnikov regioselectivity. Mechanistic investigations demonstrated that radical/radical cross-coupling might be the key step in this transformation. This radical Markovnikov addition protocol also provides an opportunity to facilitate the synthesis of other valuable -substituted vinyl compounds. |
Keyword | Markovnikov Selectivity Photoredox Catalysis Radical Addition Radical Cross Coupling Transition-metal-free Synthesis |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1002/anie.201610000 |
Funding Organization | the National Natural Science Foundation of China (21390400;21520102003; 21272180;21302148);the Hubei Province Natural Science Foundation of China (2013CFA081);the Research Fund for the Doctoral Program of Higher Education of China (20120141130002);the Ministry of Science and Technology of China (2012YQ120060);the Program of Introducing Talents of Discipline to Universities of China (111 Program) |
Indexed By | SCI |
If | 11.994 |
Language | 英语 |
compositor | 第二作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/21519 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Lei AW(雷爱文) |
Affiliation | 1.Wuhan Univ, IAS, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China 2.Chinese Acad Sci, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China |
Recommended Citation GB/T 7714 | Wang, Huamin,Lu, Qingquan,Chiang, Chien-Wei,et al. Markovnikov-Selective Radical Addition of S-Nucleophiles to Terminal Alkynes through a Photoredox Process[J]. Angewandte Chemie International Edition,2017,56(2):595-599. |
APA | Wang, Huamin.,Lu, Qingquan.,Chiang, Chien-Wei.,Luo, Yi.,Zhou, Jiufu.,...&雷爱文.(2017).Markovnikov-Selective Radical Addition of S-Nucleophiles to Terminal Alkynes through a Photoredox Process.Angewandte Chemie International Edition,56(2),595-599. |
MLA | Wang, Huamin,et al."Markovnikov-Selective Radical Addition of S-Nucleophiles to Terminal Alkynes through a Photoredox Process".Angewandte Chemie International Edition 56.2(2017):595-599. |
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