51942-54-2Relevant articles and documents
Dioxygen Activation via Cu-Catalyzed Cascade Radical Reaction: An Approach to Isoxazoline/Cyclic Nitrone-Featured α-Ketols
Peng, Xie-Xue,Wei, Dian,Han, Wen-Jun,Chen, Fei,Yu, Wei,Han, Bing
, p. 7830 - 7834 (2017)
A facile, mild, and efficient dioxygen activation for the synthesis of isoxazoline/cyclic nitrone-featured α-ketols has been achieved by Cu-catalyzed trifunctionalization of internal unactivated alkynes of unsaturated ketoximes at room temperature. 18O isotope tracing and DFT calculation reveal that a cascade iminoxyl radical dichotomous 5-exo-dig cyclization/oxygen activation/peroxy radical 4-endo-trig cyclization process was involved in the reaction.
Cu-Catalyzed Synthesis of Benzoxazole with Phenol and Cyclic Oxime
Wang, Zheng-Hai,Wang, Dong-Hui
supporting information, p. 782 - 785 (2022/01/20)
A Cu-catalyzed straightforward synthesis of benzoxazoles from free phenols and cyclic oxime esters is reported. The mild reaction conditions tolerate various electron-withdrawing and electron-donating functional groups on both substrates, affording benzoxazoles in moderate to good yields. With this protocol, large-scale syntheses of Ezutromid and Flunoxaprofe in one or two steps are demonstrated. A catalytic mechanism, which includes Cu-catalyzed amination via inner-sphere electron transfer and consequent annulation, is proposed.
Palladium Catalyzed Ring Expansion Reaction of Isoxazolones with Isocyanides: Synthesis of 1,3-Oxazin-6-One Derivatives
Zhu, Yi-Ming,Zhang, Wan,Li, Hongkun,Xu, Xiao-Ping,Ji, Shun-Jun
, p. 808 - 818 (2020/12/03)
A palladium catalyzed ring expansion reaction of isoxazolones with isocyanides was disclosed. In the reaction, a cascade process involving ring-opening/cyclization was suggested. The reaction features high atomic economy due to no elimination of CO2 occurred. Moreover, products obtained demonstrate aggregation-induced emission properties with relatively high solid-state emission efficiencies. (Figure presented.).
Palladium-catalyzed aza-wittig-type condensation of isoxazol-5(4H)-ones with aldehydes
Okamoto, Kazuhiro,Shimbayashi, Takuya,Tamura, Eisuke,Ohe, Kouichi
supporting information, p. 1490 - 1494 (2014/03/21)
This paper describes the development of a palladium-catalyzed decarboxylative inter- and intramolecular condensation reaction of isoxazol-5(4 H)-ones with carbonyl compounds in the presence of PPh3, giving various 2-azabuta-1,3-dienes or pyrrol
Rhodium(III)-catalyzed synthesis of isoquinolines from aryl ketone o -acyloxime derivatives and internal alkynes
Too, Pei Chui,Wang, Yi-Feng,Chiba, Shunsuke
supporting information; experimental part, p. 5688 - 5691 (2011/03/23)
A synthetic method of isoquinolines from aryl ketone O-acyloxime derivatives and internal alkynes has been developed using [Cp*RhCl 2]2 - NaOAc as the potential catalyst system. The present transformation is carried out by a redox-neutral sequence of C - H vinylation via ortho-rhodation and C - N bond formation of the putative vinyl rhodium intermediate on the oxime nitrogen, where the N - O bond of oxime derivatives could work as an internal oxidant to maintain the catalytic cycle.
ETUDE DES REACTIONS DU DI(BROMOMAGNESIO)-1,4 BUTANE ET DU DI(BROMOMAGNESIO)-1,5 PENTANE SUR LES ISOXAZOLONES-5 ENCOMBREES
Canonne, P.,Thibeault, D.,Fytas, G.
, p. 4203 - 4210 (2007/10/02)
Oximes of 1-methyl and 1-phenyl-3(hydroxycyclopentyl)-2-alkanones were prepared in one step with high yield, from 1,4-bis(bromomagnesio)butane and 5-isoxazolones in tetrahydrofuran.This reaction was found to be general and applicable to any hindered 5-iso
Oxidative cyclization of some 1,3-Dioximes with Lead Tetraacetate
Stephanidou-Stephanatou, J.
, p. 293 - 295 (2007/10/02)
Oxidation of 1,3-dioximes 1 with lead tetraacetate gives di-N-oxides of pyrazolines 4 or pyrazoles 5 or N-oxides of oxadiazines 7 as the main reaction products.The reaction mechanism is discussed.