18315-80-5Relevant academic research and scientific papers
Addition of thionucleophiles to nitrocinnamates: Approach toward synthesis of (alkyl/aryl)thio-amino acids
Lewandowska, Elzbieta
, p. 123 - 133 (2016)
The addition of alkyl or aryl thiols to α-nitro or β-nitrocinnamate in the presence of base provided Michael addition products. In the case of β-nitro compounds reaction occurred via the formation of anti-Michael adducts. Selective nitro reduction of α-ni
Monofluorinated 5-membered ringsviafluoromethylene transfer: synthesis of monofluorinated isoxazolineN-oxides
Sperga, Arturs,Kazia, Armands,Veliks, Janis
supporting information, p. 2688 - 2691 (2021/04/07)
The synthesis of five-membered rings using fluoromethylene transfer chemistry is an attractive method for building fluorinated products of high value. This work demonstrates for the first time that one-fluorine-one-carbon modification of a substrate could
Design, synthesis, and evaluation of a novel macrocyclic anti-EV71 agent
Li, Peng,Wu, Siqi,Xiao, Tianyichen,Li, Yunlong,Su, Zhiming,Wei, Wei,Hao, Fei,Hu, Guoping,Lin, Fusen,Chen, Xinsheng,Gu, Zhengxian,Lin, Tianwei,He, Haiying,Li, Jian,Chen, Shuhui
, (2020/05/18)
We describe here the design, synthesis, and evaluation of a macrocyclic peptidomimetic as a potent agent targeting enterovirus A71 (EV71). The compound has a 15-membered macrocyclic ring in a defined conformation. Yamaguchi esterification reaction was used to close the 15-membered macrocycle instead of the typical Ru-catalyzed ring-closing olefin metathesis reaction. The crystallographic characterization of the complex between this compound and its target, 3C protease from EV71, validated the design and paved the way for the generation of a new series of anti-EV71 agents.
Catalytic Enantioselective Synthesis of 3,4,5-Trisubstituted Isoxazoline N-Oxides and Regioselective Synthesis of 3,4,5-Trisubstituted Isoxazoles
Sahoo, Subas Chandra,Pan, Subhas Chandra
supporting information, p. 1385 - 1389 (2019/01/09)
An efficient catalytic asymmetric synthesis of 3,4,5-trisubstituted isoxazoline N-oxides and regioselective synthesis of 3,4,5-trisubstituted isoxazoles has been described. α-Nitrocinnamates and α-nitrobenzophenones were utilized as Michael acceptors resp
Synthesis of unnatural α-amino esters using ethyl nitroacetate and condensation or cycloaddition reactions
Gagnot, Glwadys,Hervin, Vincent,Coutant, Eloi P.,Desmons, Sarah,Baatallah, Racha,Monnot, Victor,Janin, Yves L.
, p. 2846 - 2852 (2018/11/27)
We report here on the use of ethyl nitroacetate as a glycine template to produce α-amino esters. This started with a study of its condensation with various arylacetals to give ethyl 3-aryl-2-nitroacrylates followed by a reduction (NaBH4 and then zinc/HCl) into α-amino esters. The scope of this method was explored as well as an alternative with arylacylals instead. We also focused on various [2 + 3] cycloadditions, one leading to a spiroacetal, which led to the undesired ethyl 5-(benzamidomethyl)isoxazole-3-carboxylate. The addition of ethyl nitroacetate on a 5-methylene-4,5-dihydrooxazole using cerium(IV) ammonium nitrate was also explored and the synthesis of other oxazole-bearing α-amino esters was achieved using gold(I) chemistry.
Study of geometric isomerism of ethyl β-aryl(hetaryl)-α-nitroacrylates by 1H NMR spectroscopy method
Baichurin,Berestovitskaya,Baichurina,Aboskalova,Berestovitskaya
, p. 51 - 57 (2016/03/12)
Features of Z→E isomerization of ethyl α-nitrocinnamates as well as their furyl and thienyl heteroanalogs depending on the nature of the substituent in the β-position of α-nitroacrylates, deuterated solvent and duration of exposure of the sample were stud
Reactions of 1-amino-2-nitroguanidine with 2-aryl(hetaryl)-1-nitro-1-ethoxycarbonyl(benzoyl)ethenes
Efimova,Ozerova,Novikova,Baichurin,Berestovitskaya
, p. 1496 - 1499 (2015/01/09)
Reactions of 1-amino-2-nitroguanidine with 2-aryl(hetaryl)-1-nitro-1-ethoxycarbonyl(benzoyl)-ethenes proceed via initial formation the aza-Michael product, are accompanied by liberation of nitroacetic ester (or nitroacetophenone), and result in N-aryl(het
Reactions of 1-amino-2-nitroguanidine with 2-aryl(hetaryl)-1-nitro-1-ethoxycarbonyl(benzoyl)ethenes
Efimova,Ozerova,Novikova,Baichurin,Berestovitskaya
, p. 1496 - 1499 (2015/02/19)
Reactions of 1-amino-2-nitroguanidine with 2-aryl(hetaryl)-1-nitro-1-ethoxycarbonyl(benzoyl)-ethenes proceed via initial formation the aza-Michael product, are accompanied by liberation of nitroacetic ester (or nitroacetophenone), and result in N-aryl(het
One-pot multifunctional catalysis with NNN-Pincer Zr-MOF: Zr base catalyzed condensation with Rh-catalyzed hydrogenation
Rasero-Almansa, Antonia M.,Corma, Avelino,Iglesias, Marta,Sánchez, Félix
, p. 3092 - 3100 (2013/10/21)
We describe the postsynthetic modification of Zr-based metal organic frameworks (MOFs) containing chiral NNN-pincer ligands based on aminopyridineimines, as well as the subsequent formation of (NNN)-M-Zr-MOF complexes (M=Rh, Ir). With these new multifunct
Domino reactions for the synthesis of various α-substituted nitro alkenes
Fioravanti, Stefania,Pellacani, Lucio,Vergari, Maria Cecilia
experimental part, p. 524 - 528 (2012/01/15)
Efficient one-pot methods for the synthesis of variously functionalised conjugated nitro alkenes have been reported. Despite the utility in different fields of these compounds, only a few multi-step syntheses have been reported in the literature, giving t
