209850-76-0Relevant academic research and scientific papers
Oxazoline chemistry part III. Synthesis and characterisation of [2-(2′-anilinyl)-2-oxazolines] and some related compounds
Button, Karen M.,Gossage, Robert A.
, p. 513 - 517 (2003)
The syntheses and characterisation of a series of chiral and achiral 2-(aminophenyl)-2-oxazolines and some related compounds is reported. All of the derivatives have been produced by a one-step procedure involving the treatment of isatoic anhydride (i.e.
Synthesis and structures of three new pyridine-containing oxazoline ligands of com-plexes for asymmetric catalysis
Branowska, Danuta,Karczmarzyk, Zbigniew,Wolinska, Ewa,Wysocki, Waldemar
, p. 529 - 536 (2021/09/13)
Three new chiral pyridine-containing oxazoline derivatives with fluorine and perfluoro-methyl groups, namely, 2-({2-[(4S)-4-phenyl-4,5-di-hydro-1,3-oxazol-2-yl]phen-yl}amino)-5-(tri-fluoro-methyl)-pyridine, C21H16F3N3
Absolute control of helicity at the C-termini in quinoline oligoamide foldamers by chiral oxazolylaniline moieties
Zheng, Dan,Yu, Chengyuan,Zheng, Lu,Zhan, Yulin,Jiang, Hua
supporting information, p. 673 - 676 (2019/08/30)
Absolute one-handed chiral quinoline tetramers andoctamers containing different oxazolylanilines at the C-terminus have been synthesized. The absolute one-handed sense and diastereomeric excess values were valued by 1H NMR. X-ray crystal diffra
Significant Enhancement of Circularly Polarized Luminescence Dissymmetry Factors in Quinoline Oligoamide Foldamers with Absolute Helicity
Zheng, Dan,Zheng, Lu,Yu, Chengyuan,Zhan, Yulin,Wang, Ying,Jiang, Hua
supporting information, p. 2555 - 2559 (2019/04/17)
When S- or R- oxazolylaniline enantiomers were attached to achiral quinoline oligoamide foldamers (QOFs), a single diastereomerically pure P- or M-handed foldamer was observed and exhibits negative or positive circularly polarized luminescence with the em
Copper-Mediated Diastereoselective C-H Thiolation of Ferrocenes
Kong, Wei-Jun,Shao, Qian,Li, Ming-Hong,Zhou, Zeng-Le,Xu, Hui,Dai, Hui-Xiong,Yu, Jin-Quan
supporting information, p. 2832 - 2836 (2018/09/13)
The first copper-mediated diastereoselective C-H thiolation of ferrocenes has been developed. A chiral oxazoline directing group with tert-butyl substituent is essential to the high diastereoselectivity ratio and the suppression of overreaction of monothi
Design, Synthesis, Fungicidal Activity, and Unexpected Docking Model of the First Chiral Boscalid Analogues Containing Oxazolines
Li, Shengkun,Li, Dangdang,Xiao, Taifeng,Zhang, Shasha,Song, Zehua,Ma, Hongyu
, p. 8927 - 8934 (2016/12/07)
Chirality greatly influences the biological and pharmacological properties of a pesticide and will contribute to unnecessary environmental loading and undesired ecological impact. No structure and activity relationship (SAR) of enantiopure succinate dehydrogenase inhibitors (SDHIs) was documented during the structure optimization of boscalids. On the basis of commercial SDHIs, oxazoline natural products, and versatile oxazoline ligands in organic synthesis, the first effort was devoted to explore the chiral SDHIs and the preliminary mechanism thereof. Fine-tuning furnished chiral nicotinamides 4ag as a more promising fungicidal candidate against Rhizoctonia solani, Botrytis cinerea, and Sclerotinia sclerotiorum, with EC50 values of 0.58, 0.42, and 2.10 mg/L, respectively. In vivo bioassay and molecular docking were investigated to explore the potential in practical application and plausible novelty in action mechanism, respectively. The unexpected molecular docking model showed the different chiral effects on the binding site with the amino acid residues. This chiral nicotinamide also featured easy synthesis and cost-efficacy. It will provide a powerful complement to the commercial SDHI fungicides with the introduction of chirality.
A study of chiral oxazoline ligands with a 1,2,4-triazine and other six-membered aza-heteroaromatic rings and their application in Cu-catalysed asymmetric nitroaldol reactions
Woliska, Ewa
, p. 1478 - 1487 (2015/02/02)
Enantiomerically pure oxazoline ligands with variously substituted 1,2,4-triazine rings have been synthesized using the Pd-catalysed cross-coupling amination of 3-halo-1,2,4-triazines. The catalytic efficiency of the ligands was studied in the asymmetric
Chiral oxazoline ligands containing a 1,2,4-triazine ring and their application in the Cu-catalyzed asymmetric Henry reaction
Wolińska, Ewa
, p. 7269 - 7278 (2013/08/23)
Eleven members of new ligand class incorporating a chiral oxazoline and a 1,2,4-triazine ring have been synthesized via Pd-catalyzed amination reaction of 3-halo-1,2,4-triazines with 2-(o-aminophenyl)oxazolines. Buchwald-Hartwig amination of 3-halo-1,2,4-triazines was investigated to establish the best conditions for synthesis of the title ligands. Catalytic activity of the new ligands was evaluated in the asymmetric Henry reaction of nitromethane with a variety of aromatic and aliphatic aldehydes. The β-hydroxy nitroalkanes were obtained in high yields (up to 95%), and moderate-to-good enantioselectivity (up to 82% ee).
New thiazoline-oxazoline ligands and their application in the asymmetric friedel-crafts reaction
McKeon, Sean C.,Mueller-Bunz, Helge,Guiry, Patrick J.
body text, p. 4833 - 4841 (2010/02/28)
Six members of a novel non-C2-symmetric ligand class incorporating an oxazoline and. thiazoline unit have been prepared in a four-step, high-yielding and. convergent: synthesis, in which the key step is a microwave-assisted palladium-catalyzed
The synthesis of new oxazoline-containing bifunctional catalysts and their application in the addition of diethylzinc to aldehydes
Coeffard, Vincent,Mueller-Bunz, Helge,Guiry, Patrick J.
experimental part, p. 1723 - 1734 (2009/06/27)
The straightforward preparation of new modular oxazoline-containing bifunctional catalysts is reported employing a microwave-assisted Buchwald-Hartwig aryl amination as the key step. Covalent attachment of 2-(o-aminophenyl)oxazolines and pyridine derivati
