2295-47-8Relevant academic research and scientific papers
Regiodivergent Cross-Dehydrogenative Coupling of Pyridines and Benzoxazoles: Discovery of Organic Halides as Regio-Switching Oxidants
Yamada, Shuya,Murakami, Kei,Itami, Kenichiro
, p. 2415 - 2418 (2016)
Cross-dehydrogenative coupling (CDC) of two unfunctionalized heteroarenes has been recognized as an ideal transformation to synthesize privileged heterobiaryl scaffolds. However, regioselective activation and transformation of a specific set of two heterocyclic C-H bonds among other bonds have been extremely challenging. Thus, discovering a new controlling element to achieve regio-controlled and regio-divergent heterocyclic CDCs is considered crucial. In this Letter, the unprecedented use of organic halides as an oxidant to achieve the CDC reaction of pyridines and benzoxazoles with palladium catalyst is described. Moreover, the regioselectivity of the pyridine functionalization site can be controlled by the choice of organic halides.
Three different configurations of d10 complexes based on benzoxazole pyridyl ligand: Synthesis, structures and properties
Mao, Shanshan,Zhang, Han,Shen, Kesheng,Xu, Yuling,Shi, Xinkui,Wu, Huilu
, p. 336 - 344 (2017)
Three different coordination complexes containing 2-(3′-pyridyl)-benzoxazole (3-PBO) and 2-(4′-pyridyl)-benzoxazole (4-PBO) ligands, namely [Cd(3-PBO)2(NO3)2(H2O)2]CH3CN (1), [Zn(4-PBO)sub
Synthesis of 2-(2-, 3-, and 4-pyridyl)benzoxazoles by the reaction of phenolic schiff bases with thianthrene cation radical
Park, Myeong Soon,Jun, Kun,Shin, Seung Rim,Oh, Sea Wha,Park, Koon Ha
, p. 1279 - 1281 (2002)
2-(2-, 3-, and 4-Pyridyl)benzoxazole derivatives were prepared in excellent yields by the oxidative cyclization of phenolic Schiff bases with thianthrene cation radical perchlorate in the presence of 2,6-di-tert-butyl-4-methylpyridine.
PYRIDINIUM DERIVATIVES AS HERBICIDES
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Page/Page column 77-78, (2021/06/11)
Compounds of the formula (I) (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially as herbicides.
Synthetic method 2 -aryl benzoxazole derivative (by machine translation)
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Paragraph 0044-0051; 0058-0061; 0063-0067; 0080-0083, (2020/06/05)
The invention discloses a synthesis method of 2 -aryl benzoxazole derivative, which comprises the following steps: reacting o-nitrophenol derivative with an aryl formaldehyde derivative in the presence of a pyridine accelerant and an elemental sulfur reducing agent to obtain 2 -arylbenzoxazole derivative. (by machine translation)
Reductive Hydroxymethylation of 4-Heteroarylpyridines
Hepburn, Hamish B.,Donohoe, Timothy J.
supporting information, p. 1963 - 1967 (2020/02/11)
The activation of pyridinium salts with electron-withdrawing heterocycles enables an iridium-catalyzed reductive hydroxymethylation reaction to proceed smoothly, facilitating the preparation of useful 3D heteroaryl-substituted functionalized piperidines. The methodology is used to prepare 3-hydroxymethylated analogues of pharmaceutical agents. Mechanistically, formaldehyde acts as both a hydride donor and the electrophile, leading to the formation of two new carbon–hydrogen bonds and one new carbon–carbon bond under relatively mild conditions.
Sulfur/DABCO Promoted Reductive Coupling/Annulation Cascade Reaction between o -Hydroxy/Amino Nitrobenzenes and Benzaldehydes
Dang, Minh-Huy Dinh,Nguyen, Linh Ho Thuy,Tran, Phuong Hoang
supporting information, p. 1687 - 1694 (2020/05/25)
Sulfur/DABCO was found to be an efficient reagent in promoting- the reductive coupling/annulation of o -nitrophenols or o -nitroanilines with benzaldehydes. This method represents a simple, straightforward, and green approach to the construction of benz-oxazoles and benzimidazoles.
Oxidative NHC catalysis for base-free synthesis of benzoxazinones and benzoazoles by thermal activated NHCs precursor ionic liquid catalyst using air as oxidant
Guan, Jiali,Liu, Wei,Liu, Yuchen,Song, Zhibin,Tao, Duan-Jian,Yan, Jieying,Yuan, Jian-Jun,Zhou, Youkang
, (2020/05/25)
A reusable thermal activated NHC precursor ionic liquid catalyst ([BMIm]2[WO4]) has been prepared and developed for the synthesis of nitrogen-containing heterocycles such as benzoxazinones and benzoazoles through imines activation. [BMIm]2[WO4] exhibited the good activity for the base-free condensation and oxidative NHC catalysis tandem under air atmosphere. The catalyst can be recovered and reused for at least five runs in gram scale synthesis without any decrease in catalytic activity. Furthermore, the control experiments demonstrated that the reaction involved formation of aromatic aldimines, NHC-catalyzed oxidative formation of imidoyl azoliums and intramolecular cyclization to generate the product.
Straightforward synthesis of benzoxazoles and benzothiazoles via photocatalytic radical cyclization of 2-substituted anilines with aldehydes
Le, Hao Anh Nguyen,Nguyen, Long Hoang,Nguyen, Quynh Nhu Ba,Nguyen, Hai Truong,Nguyen, Khang Quoc,Tran, Phuong Hoang
, (2020/08/03)
Eosin Y-catalyzed one-pot coupling and cyclization of o-substituted anilines with aldehydes to form benzoxazoles and benzothiazoles under mild condition has been developed. The reaction scope was broadly tolerant of various 2-substituted anilines and aldehydes. The desired products were obtained in high yields with the use of eosin Y as a photocatalyst under a substantial refinement of reaction conditions in comparison with previous literature. Based on the experimental results observed, a plausible mechanism involving a radical process has been proposed.
Intramolecular O-arylation using nano-magnetite supported N-heterocyclic carbene-copper complex with wingtip ferrocene
Naikwade, Altafhusen,Jagadale, Megha,Kale, Dolly,Gajare, Shivanand,Bansode, Prakash,Rashinkar, Gajanan
, (2019/07/15)
Nano-magnetite supported N-heterocyclic carbene-copper complex with wingtip ferrocene has been prepared via multi-step procedure. The complex has been characterized by various analytical techniques such as fourier transform infrared (FT-IR), fourier transform Raman (FT-Raman), X-ray photoelectron spectroscopy (XPS), X-ray diffraction (XRD), transmission electron microscopy (TEM) and vibrating sample magnetometer (VSM) analysis. The catalytic activity of the complex has been exploited in intramolecular O-arylation of o-iodoanilides under heterogeneous conditions. The complex could be successfully recycled up to twelve consecutive cycles.
