- A Neutral Metal-Free System for Head-to-Tail Dimerization of Electron-Rich Alkenes
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A neutral metal-free system for the head-to-tail dimerization of electron-rich alkenes with stoichiometric amount of BrCCl 2 H and NaI is reported. This reaction proceeds under mild conditions with high efficiency and broad scope.
- Luo, A-Yun,Bao, Yan,Cheng, Xiu-Fen,Wang, Xi-Sheng
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- Br?nsted acid/visible-light-promoted Markovnikov hydroamination of vinylarenes with arylamines
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A Br?nsted acid/visible-light-promoted Markovnikov hydroamination of vinylarenes with arylamines in the presence of TPT and CF3CO2H has been developed. This transformation provides a green approach to alpha-amino-substituted arylalkanes under metal-free conditions.
- Gui, Jiao,Xie, Haisheng,Chen, Fengjuan,Liu, Zhipeng,Zhang, Xiaoqi,Jiang, Fubin,Zeng, Wei
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supporting information
p. 956 - 963
(2020/02/15)
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- Porous Ligand Creates New Reaction Route: Bifunctional Single-Atom Palladium Catalyst for Selective Distannylation of Terminal Alkynes
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We proposed a unique research concept of “mechanism-oriented catalyst design”: The structural elements of single-atom catalyst are designed according to the requirements of organic synthesis mechanism. This concept is totally different from the previous “electrocatalytic” single-atom-site research concept. This work suggests that single-atom-site catalysts not only afford an efficient platform for transforming homogeneous reactions into heterogeneous reactions, but also possess many interesting potentials in developing new synthetic reactions and solving homogeneous reaction problems. Single-atom-site (SAS) catalyst, as a highly reactive heterogeneous catalytic system, is one of the effective tools for complex organic synthesis. However, excessive attention on the catalysis and regulation of metal atoms has led to the neglect of the role of supports and ligands. Here, we employed a P-doped porous organic polymer as a support, as well as a ligand in the developed Pd SAS catalysts. The enrichment of the substrates by the pores, ligand action of the support, and high chemoselectivity and anti-agglomeration of SAS catalysts were the most striking features of this SAS catalyst. A highly selective distannylation of terminal alkynes with a new mechanism was achieved by using the multiple properties of SAS catalyst. This catalytic system offers an effective strategy to utilize the enrichment of the substrate by the pores to regulate the reaction mechanism, which opens a new frontier to use pores, ligands, and SASs for synergistic controlling reaction paths. Single-atom-site catalysts have many applications in organic synthesis. However, most of the research models related to organic synthesis still stay in the mode of “pursuing higher catalytic performance,” mainly based on electrocatalysis. This article provides a reasonable design of the catalyst in accordance with the characteristics and reaction requirements of organic synthesis and finally uses it for the development of a new reaction route. The distannylation of alkynes is very useful in the construction of complex molecules. In the past, only a few terminal alkynes could be achieved by selective distannylation. Based on the mechanism of the reaction, the porous organic polymer catalyst with triarylphosphonate as the backbone was designed and prepared with advantages including pore enrichment, ligand regulation, and single-atom selective regulation. This catalyst solved all the problems in this reaction, such as narrow substrate scope, poor selectivity, and low catalytic efficiency.
- Huang, Wen-Yong,Wang, Guo-Qing,Li, Wen-Hao,Li, Ting-Ting,Ji, Guang-Jun,Ren, Shi-Cheng,Jiang, Miao,Yan, Li,Tang, Hai-Tao,Pan, Ying-Ming,Ding, Yun-Jie
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supporting information
p. 2300 - 2313
(2020/08/19)
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- Ruthenium catalyzed synthesis method of primary amine
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The invention belongs to the field of organic synthesis, and discloses a ruthenium catalyzed synthesis method of primary amine. A ruthenium complex is taken as a catalyst; and a compound (A) and a compound (B) carry out reactions to obtain a compound (C); wherein R1 represents hydrogen or an alkyl group; R2 represents hydrogen or an alkyl group; R3 represent hydrogen, an alkyl group, or a phenyl group; R4 represent one of following structures shown in the description; n represents 0, 1, 2, or 3; R5 represents an alkyl group, an alkoxyl group, an ester group, a phenyl group, or a halogen atom,when n>=2, at least two R5(s) can be identical or different, m represents 0, 1, 2, or 3, R6 represents an alkyl group, an alkoxyl group, an ester group, or a halogen atom, and when m>=2, at least twoR6(s) can be identical or different. The method has the advantages of simple operation, mild conditions, small using amount of catalysts, wide substrate application range, no need of inert gas, and high yield.
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Paragraph 0049-0052; 0059-0060
(2020/03/09)
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- Ruthenium porphyrin catalysed intermolecular amino-oxyarylation of alkenes to give primary amines: Via a ruthenium nitrido intermediate
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Ruthenium porphyrin catalysed direct intermolecular amino-oxyarylation of alkenes including styrenes and 1,3-dienes to give primary amines with O-(2,4-dinitrophenyl)hydroxylamine as the amine source was achieved in moderate to good yields under mild reaction conditions. Spectroscopic analyses revealed that a ruthenium nitrido complex was the key reaction intermediate for the amino-oxyarylation reaction.
- Yu, Daohong,Shing, Ka-Pan,Liu, Yungen,Liu, Haiyang,Che, Chi-Ming
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supporting information
p. 137 - 140
(2019/12/26)
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- Screening of a selection of commercially available homogeneous Ru-catalysts in valuable olefin metathesis transformations
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A library of thirteen different commercially available Ru-based catalysts was evaluated in valuable metathesis reactions for the production of fragrance and bioactive molecule precursors. Rigorous library screening clearly illustrated the different catalytic behaviour of the catalyst selection and highlighted its significant advantage to provide efficiency in specific metathesis applications. Interestingly, this strategy offered substantial improvement over the state of the art, with the efficient synthesis of the macrocyclic Exaltolide 2 at low catalyst loading and dilution conditions. The Royal Society of Chemistry 2013.
- Caijo, Frederic,Tripoteau, Fabien,Bellec, Aurelien,Crevisy, Christophe,Basle, Olivier,Mauduit, Marc,Briel, Oliver
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p. 429 - 435
(2013/03/14)
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- The asymmetric synthesis and stereochemical assignment of chelonin B
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The first total synthesis of the marine natural product (S)-(+)-chelonin B is described. The key reactions employed include Sharpless asymmetric dihydroxylation of a styrene derivative, catalytic ring-opening of an epoxide and sequential deprotection-rearrangement of a phthalimido indole acetate.
- Lawrence, Nicholas,Bushell, Simon
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p. 7671 - 7674
(2007/10/03)
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