120547-24-2Relevant academic research and scientific papers
Photoredox-Catalyzed α-Aminomethyl Carboxylation of Styrenes with Sodium Glycinates: Synthesis of γ-Amino Acids and γ-Lactams
Zhou, Cong,Li, Miao,Sun, Jianwei,Cheng, Jiang,Sun, Song
supporting information, p. 2895 - 2899 (2021/05/05)
A visible-light photoredox-catalyzed reductive α-aminomethyl carboxylation of styrenes with sodium glycinates and CO2 has been developed to synthesize a series of α,α-disubstituted γ-amino acids and γ-lactams with high efficiency and regioselectivity. Notably, CO2 released from the decarboxylation step can be reused for the subsequent carboxylation. Distinct from the previous reactions with the same type of substrates leading to simple decarboxylation and olefin hydroalkylation, this process involves additional CO2 sequestration, thus leading to olefin α-aminomethyl carboxylation. These findings not only provide new access to α,α-disubstituted γ-amino acids and γ-lactams but also serve as a proof of concept for CO2 reutilization in decarboxylation reactions.
Method for synthesizing alpha-amino-acid ester compound through catalytic oxidation one-step process
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Paragraph 0073; 0074; 0081, (2017/09/01)
The invention belongs to the technical field of organic chemical industry and discloses a method for synthesizing an alpha-amino-acid ester compound through a catalytic oxidation one-step process. The method comprises the following steps: (1) reacting a vinyl ether/amine compound or alkene amide compound with an amine compound in an organic solvent under a synergic effect of a catalyst and an oxidizing agent; and (2) separating and purifying a product after the ending of the reaction, thereby acquiring the alpha-amino-acid ester compound. The method is simple and safe in operation, the compound is synthesized within one step, an ester bond is acquired in a reaction process, a nontoxic pollution-free peroxide is used as an oxidizing agent, the raw materials are low in cost and are easily acquired and the alpha-amino-acid ester compound has wide adaptability to functional groups, wide adaptability to substrates, environmental protection and an excellent industrial application prospect.
Access to α-Amino Acid Esters through Palladium-Catalyzed Oxidative Amination of Vinyl Ethers with Hydrogen Peroxide as the Oxidant and Oxygen Source
Ouyang, Lu,Li, Jianxiao,Zheng, Jia,Huang, Jiuzhong,Qi, Chaorong,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 15926 - 15930 (2017/11/23)
A novel and convenient palladium catalytic system for the synthesis of α-amino acid esters from simple starting materials is reported. Hydrogen peroxide not only acts as the green oxidant, but also as the oxygen source. This strategy for the conversion of amines and vinyl ethers into highly functionalized and structurally diverse α-amino acid esters is characterized by the simplicity of the experimental procedure, mild reaction conditions, high atom economy, scalability, and practicability.
Reductive amination of tertiary anilines and aldehydes
Lv, Yunhe,Zheng, Yiying,Li, Yan,Xiong, Tao,Zhang, Jingping,Liu, Qun,Zhang, Qian
, p. 8866 - 8868 (2013/09/24)
An unprecedented oxidant-mediated reductive amination of tertiary anilines and aldehydes without external reducing agents was developed via the nucleophilic attack of the oxygen atom of the carbonyl group to in situ generated iminium ions, in which tertiary anilines were used as both nitrogen source and reducing agent for the first time. The Royal Society of Chemistry 2013.
Copper(II) triflate catalyzed intermolecular aromatic substitution of N,N-disubstituted anilines with diazo esters
Tayama, Eiji,Yanaki, Tomoyo,Iwamoto, Hajime,Hasegawa, Eietsu
supporting information; experimental part, p. 6719 - 6721 (2011/02/28)
The intermolecular aromatic substitution of N,N-disubstituted anilines with diazo esters is achieved under mild conditions in the presence of a catalytic amount of copper(II) triflate (up to 89 % yield). The scope and limitations regarding substrates, diazo esters, and ligands in this reaction are described. The intermolecular aromatic substitution of N,N-disubstituted anilines with diazo esters is shown to proceed under mild conditions in the presence of a catalytic amount of copper(II) triflate/ligand complex(up to 89 % yield). The scope and limitations regarding substrates, diazoesters, and ligands in this reaction are described. Copyright
Iron-catalyzed synthesis of glycine derivatives via carbon-nitrogen bond cleavage using diazoacetate
Kuninobu, Yoichiro,Nishi, Mitsumi,Takai, Kazuhiko
supporting information; scheme or table, p. 8860 - 8862 (2011/02/28)
Treatment of tertiary amines with diazoacetate in the presence of a catalytic amount of an iron salt, FeCl3, in ethanol gave glycine derivatives. In this reaction, a carbon-nitrogen single bond of the amine was cleaved. The Royal Society of Chemistry 2010.
