13422-77-0Relevant academic research and scientific papers
LITHIUM 1,8-DIAZABICYCLOUNDEC-7-EN-6-IDE AS NOVEL CARBON DIOXIDE CARRIER
Matsumura, Noboru,Ohba, Takayuki,Yoneda, Shigeo
, p. 317 - 318 (1983)
Lithium 1,8-diazabicycloundec-7-en-6-ide (1) has underwent the insertion of carbon dioxide and the resulting lithium 6-carboxylato complex (2) transferred the carboxylato moiety to active methylene compounds (3) such as p-nitroacetophenone, acetophenone, p-methoxyacetophenone, and S-benzylthioacetate under mild conditions.
CO2-Folded Single-Chain Nanoparticles as Recyclable, Improved Carboxylase Mimics
Chen, Liang,Yan, Qiang,Zeng, Rongjin
, p. 18418 - 18422 (2020)
Emulating the function of natural carboxylases to convert CO2 under atmospheric condition is a great challenge. Herein we report a class of CO2-folded single-chain nanoparticles (SCNPs) that can function as recyclable, function-intensified carboxylase mimics. Lewis pair polymers containing bulky Lewis acidic and basic groups as the precursor, can bind CO2 to drive an intramolecular folding into SCNPs, in which CO2 as the folded nodes can form gas-bridged bonds. Such bridging linkages highly activate CO2, which endows the SCNPs with extraordinary catalytic ability that can not only catalyze CO2-insertion of C(sp3)-H for imitating the natural enzyme's function, it can also act on non-natural carboxylation pathways for C(sp2 and sp)-H substrates. The nanocatalysts are of highly catalytic efficiency and recyclability, and can work at room temperature and near ambient CO2 condition, inspiring a new approach to sustainable C1 utilization.
The Function of Magnesium(II) N,N'-Dicyclohexylamidinide Complexes as a Carbon Dioxide Carrier
Matsumura, Noboru,Ohba, Takayuki,Inoue, Hiroo
, p. 3949 - 3950 (1982)
It is found that magnesium(II) N,N'-dicyclohexylamidinide complexes are useful reagents for the fixation of carbon dioxide and the transfer of the captured carbon dioxide moiety to active methylene compounds.
The Carboxylation of Active Methylene Compounds with Carbon Dioxide in the Presence of Diphenylcarbodiimide and Potassium Carbonate
Chiba, Koji,Tagaya, Hideyuki,Karasu, Masa,Ono, Tsuyoyuki,Hashimoto, Kazumi,Moriwaki, Yasusi
, p. 966 - 970 (1991)
Active methylene compounds were effectively carboxylated with carbon dioxide in the presence of diphenylcarbodiimide (DPC) as a biotin model and potassium carbonate.Fluorene was carboxylated even under a nitrogen atmosphere in the presence of DPC, indicating that a carbonate ion was the carbon source.The reaction occured even in the presence of water.It was considered that reaction intermediates are stable to water and that the concentration of the carbonate ion is important for carboxylation.
Enantioselective decarboxylative Mannich reaction of β-keto acids withC-alkynylN-BocN,O-acetals: access to chiral β-keto propargylamines
Chen, Li-Jun,Li, Wei,Shen, Bao-Chun,Sun, Zhong-Wen,Xie, Hui-Ding,Zhang, Cong-Cong
, p. 8607 - 8612 (2021/10/20)
The chiral keto-substituted propargylamines are an essential class of multifunctional compounds in the field of organic and pharmaceutical synthesis and have attracted considerable attention, but the related synthetic approaches remain limited. Therefore, a concise and efficient method for the enantioselective synthesis of β-keto propargylaminesviachiral phosphoric acid-catalyzed asymmetric Mannich reaction between β-keto acids andC-alkynylN-BocN,O-acetals as easily availableC-alkynyl imine precursors has been demonstrated here, affording a broad scope of β-ketoN-Boc-propargylamines in high yields (up to 97%) with generally high enantioselectivities (up to 97?:?3 er).
Biomimetic synthesis of 2-substituted N-heterocycle alkaloids by one-pot hydrolysis, transamination and decarboxylative Mannich reaction
Galman, James L.,Slabu, Iustina,Parmeggiani, Fabio,Turner, Nicholas J.
supporting information, p. 11316 - 11319 (2018/10/24)
Heterocycles based on piperidine and pyrrolidine are key moieties in natural products and pharmaceutically active molecules. A novel multi-enzymatic approach based on the combination of a lipase with an α,ω-diamine transaminase is reported, opening up the synthesis, isolation and characterisation of a broad range of 2-substituted N-heterocycle alkaloids.
Characterization of a new nitrilase from Hoeflea phototrophica DFL-43 for a two-step one-pot synthesis of (S)-β-amino acids
Zhang, Zhi-Jun,Cai, Rui-Feng,Xu, Jian-He
, p. 6047 - 6056 (2018/05/15)
A nitrilase from Hoeflea phototrophica DFL-43 (HpN) demonstrating excellent catalytic activity towards benzoylacetonitrile was identified from a nitrilase tool-box, which was developed previously in our laboratory for (R)-o-chloromandelic acid synthesis from o-chloromandelonitrile. The HpN was overexpressed in Escherichia coli BL21 (DE3), purified to homogeneity by nickel column affinity chromatography, and its biochemical properties were studied. The HpN was very stable at 30–40?°C, and highly active over a wide range of pH values (pH 6.0–10.0). In addition, the HpN could tolerate against several hydrophilic organic solvents. Steady-state kinetics indicated that HpN was highly active towards benzoylacetonitrile, giving a KM of 4.2?mM and a kcat of 170?s?1, the latter of which is ca. fivefold higher than the highest record reported so far. A cascade reaction for the synthesis of optically pure (S)-β-phenylalanine from benzoylacetonitrile was developed by coupling HpN with an ω-transaminase from Polaromonas sp. JS666 in toluene-water biphasic reaction system using β-alanine as an amino donor. Various (S)-β-amino acids could be produced from benzoylacetonitrile derivatives with moderate to high conversions (73–99%) and excellent enantioselectivity (> 99% ee). These results are significantly advantageous over previous studies, indicating a great potential of this cascade reaction for the practical synthesis of (S)-β-phenylalanine in the future.
Synthesis of γ-pyrones via decarboxylative condensation of β-ketoacids
Merad, Jérémy,Maier, Thomas,Rodrigues, Catarina A. B.,Maulide, Nuno
, p. 57 - 62 (2017/01/17)
Abstract: This manuscript describes the convergent synthesis of aryl- and alkyl-disubstituted γ-pyrones from β-ketoacids. The reaction proceeds in the presence of trifluoromethanesulfonic anhydride via an unprecedented decarboxylative auto-condensation of the starting material. Herein, the scope and limitations of this transformation are reported. Graphical abstract: [Figure not available: see fulltext.]
Copper-Catalysed Decarboxylative Trifluoromethylation of β-Ketoacids
Xu, Xiaolan,Chen, Huanhuan,He, Jianbo,Xu, Huajian
, p. 1665 - 1668 (2017/10/05)
An efficient method for Cu-catalyzed decarboxylative trifluoromethylation of β-ketoacids to achieve α-trifluoromethyl ketones was developed. A wide variety of synthetically useful α-trifluoromethyl ketones were obtained in modest to good yields under mild reaction conditions. The present method also exhibits good functional-group compatibility.
BUTENOLIDES, PROCESS FOR PREPARING THE SAME AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME
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, (2021/06/01)
The present invention relates to: a butenolide-based compound; a stereoisomer thereof; an enantiomer thereof; an in vivo hydrolyzable precursor thereof or a pharmaceutically acceptable salt thereof; and the antibacterial activity, immune disease treatment; and prevention efficacy, the cancer prevention or treatment efficacy, and the preventive activity with respect to the fouling of a medical insertion instrument thereof.
