50342-01-3Relevant articles and documents
A highly selective and sensitive turn-on probe for aluminum(III) based on quinoline Schiff's base and its cell imaging
Zhou, Fenfen,Wang, Hongqing,Liu, Pengying,Hu, Qinghua,Wang, Yuyuan,Liu, Can,Hu, Jiangke
, p. 104 - 110 (2018)
A reversible Schiff's base fluorescence probe for Al3+, (3,5-dichloro-2- hydroxybenzylidene) quinoline-2-carbohydrazide (QC), based on quinoline derivative has been designed, synthesized and evaluated. The QC exhibited a high sensitivity and se
Nα-quinaldyl-L-arginine·HCl, a new defensive alkaloid from Subcoccinella-24-punctata (Coleoptera, Coccinellidae)
Wang,Braekman,Daloze,Pasteels,Soetens,Handjieva,Kalushkov
, p. 628 - 630 (1996)
The isolation of Nα-quinaldyl-L-arginine·HCl (1) from the Coccinellidae Subcoccinella-24-punctata is reported. The structure, first established on the basis of the analysis of the spectral properties of 1, has been confirmed by synthesis. The alkaloid is of endogenous origin and markedly deterrent to ants.
Enantioselective Catalysis 74. Ligand Excess and Intermediates in the Rhodium-Catalyzed Enantioselective Hydrosilylation of Acetophenone with Pyridineoxazoline Ligands
Brunner, Henri,Brandl, Paul
, p. 919 - 930 (1991)
The enantioselective hydrosilylation of acetophenone and diphenylsilane with 2 and the cocatalysts L1 - L4 was investigated.The substitution of hydrogen in the 6-position of the pyridine ring dramatically reduces the dependence of the optical induction on ligand excess, solvent, and concentration of diphenylsilane, acetophenone, and catalyst.The 6-substituents on the pyridine ring are assumed to block one of the coordination sites of rhodium, preventing further interaction with additional ligands, solvents, substrates, and additives.
Patterned recognition of amines and ammonium ions by a pyridine-based helical oligoamide host
Ong, Wei Qiang,Zhao, Huaiqing,Sun, Chang,Wu, Ji'En,Wong, Zicong,Li, Sam F. Y.,Hong, Yunhan,Zeng, Huaqiang
, p. 6343 - 6345 (2012)
In response to binding to amine and ammonium guests of varying types, a pyridine-based folding oligomer displays fingerprint regions in its 1H NMR spectra that allow for the easy identification and classification of the bound guests.
Design and Discovery of Novel Antifungal Quinoline Derivatives with Acylhydrazide as a Promising Pharmacophore
Yang, Yu-Dong,He, Ying-Hui,Ma, Kun-Yuan,Li, Hu,Zhang, Zhi-Jun,Sun, Yu,Wang, Yu-Ling,Hu, Guan-Fang,Wang, Ren-Xuan,Liu, Ying-Qian
, p. 8347 - 8357 (2021/08/16)
Inspired by natural 2-quinolinecarboxylic acid derivatives, a series of quinoline compounds containing acylhydrazine, acylhydrazone, sulfonylhydrazine, oxadiazole, thiadiazole, or triazole moieties were synthesized and evaluated for their fungicidal activity. Most of these compounds exhibited excellent fungicidal activity in vitro. Significantly, compound 2e displayed the superior in vitro antifungal activity against Sclerotinia sclerotiorum, Rhizoctonia solani, Botrytis cinerea, and Fusarium graminearum with the EC50 values of 0.39, 0.46, 0.19, and 0.18 μg/mL, respectively, and were more potent than those of carbendazim (EC50, 0.68, 0.14, >100, and 0.65 μg/mL, respectively). Moreover, compound 2e could inhibit spore germination of F. graminearum. Preliminary mechanistic studies showed that compound 2e could cause abnormal morphology of cell walls and vacuoles, loss of mitochondrion, increases in membrane permeability, and release of cellular contents. These results indicate that compound 2e displayed superior fungicidal activities and could be a potential fungicidal candidate against plant fungal diseases.
Atroposelective Synthesis of Axially Chiral Styrenes via an Asymmetric C–H Functionalization Strategy
Jin, Liang,Yao, Qi-Jun,Xie, Pei-Pei,Li, Ya,Zhan, Bei-Bei,Han, Ye-Qiang,Hong, Xin,Shi, Bing-Feng
supporting information, p. 497 - 511 (2020/02/20)
Axially chiral styrenes, which exhibit a chiral axis between a substituted alkene and an aromatic ring, have been largely overlooked. The hurdle is the lower barriers to rotation compared with that of their biaryl counterparts, rendering their asymmetric synthesis more difficult. We report herein the highly atroposelective synthesis via a C?H functionalization strategy of axially chiral styrenes with an open-chained alkene. Various axially chiral styrenes were produced by Pd(II)-catalyzed C?H alkenylation and alkynylation in good yields (up to 99%) and enantioselectivities (up to 99% ee) by using L-pyroglutamic acid as an inexpensive chiral ligand. The potent application of the styrene atropisomers is demonstrated by a Co(III)-catalyzed enantioselective C?H amidation of ferrocene with axially chiral styrene-type acid as chiral ligand. Experimental and computational studies were conducted to elucidate the reaction mechanism. The chiral induction model of the enantioselectivity-determining C?H bond activation step was also provided based on DFT calculations. Atropisomerism, which stems from the hindered rotation around a chiral axis, is widely present in natural products, pharmaceuticals, and chiral catalysts or ligands. In contrast to the well-investigated biaryl atropisomers, the asymmetric synthesis of axially chiral styrenes bearing a chiral axis between an alkene and an aromatic ring remains a significant challenge. Here, we report a highly atroposelective synthesis of styrene atropisomers with open-chained alkene by asymmetric C?H functionalization by using available L-pyroglutamic acid as a chiral ligand. This strategy enables rapid access to a broad range of enantio-enriched axially chiral styrenes under mild conditions in an atom- and step-economical manner. The resulting axially chiral styrenes are important precursors for further elaborations, including the transformation into axially chiral styrene-type acids, which were demonstrated to be efficient chiral ligands in Co(III)-catalyzed enantioselective C?H amidation reactions. An asymmetric C–H functionalization strategy with L-pGlu-OH as chiral ligand has been developed for the atroposelective synthesis of styrene atropisomers with open-chained alkene. The strategy allows quick access to a wide range of enantio-enriched axially chiral styrenes in high yields and enantioselectivities. The axially chiral styrene-derived chiral acids have been demonstrated to be an efficient type of chiral ligands in Co(III)-catalyzed enantioselective C?H amidation reactions.
