75115-00-3Relevant academic research and scientific papers
NHC-palladium-catalyzed ionic liquid-accelerated regioselective oxyarylation of alkynes with diaryl ethers?
Cen, Liying,He, Dan,Jiang, Huanfeng,Li, Jianxiao,Lin, Zidong,Wu, Wanqing
supporting information, p. 1983 - 1988 (2022/04/03)
The first NHC-palladium-catalyzed regioselective oxyarylation of oxime ether in a task-specific ionic liquid via C(sp3)-O and C(sp2)-O bond cleavage of two different types of ethers for the assembly of structurally diverse 4-arylisoxazoles is described. Both the basic ionic liquid [C3NH2mim]Br and NHC-Pd catalyst IPr-Pd-Im-Cl2 played an important role in this transformation. Notably, this new approach provides a practical and straightforward route to access a broad range of privileged 4-arylisoxazole structures with good yields and excellent regioselectivities. Significantly, this catalytic system can be recycled up to eight times without significant loss of catalytic activity.
Method for synthesizing 4-aryl isoxazole derivative
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Paragraph 0088-0097, (2021/04/14)
The invention belongs to the technical field of medicine and organic chemical industry, and discloses a method for synthesizing a 4-aryl isoxazole derivative. The method for synthesizing the 4aryl isoxazole derivative comprises the following steps: in a protective atmosphere, reacting O-benzyl alkyne ketoxime ether and a diarylether derivative in a solvent under the action of an alkaline compound and a palladium catalyst, and carrying out subsequent treatment to obtain the 4-aryl isoxazole derivative. The structure of the 4-aryl isoxazole derivative is shown as a formula I in the specification. According to the method, the 4-aryl isoxazole derivative is successfully synthesized, and raw materials of the method are low in price and easy to obtain, the operation is safe and simple, the functional group tolerance is high, the substrate universality range is wide, and the method has good in industrial application prospect.
Highly Site Selective Formal [5+2] and [4+2] Annulations of Isoxazoles with Heterosubstituted Alkynes by Platinum Catalysis: Rapid Access to Functionalized 1,3-Oxazepines and 2,5-Dihydropyridines
Shen, Wen-Bo,Xiao, Xin-Yu,Sun, Qing,Zhou, Bo,Zhu, Xin-Qi,Yan, Juan-Zhu,Lu, Xin,Ye, Long-Wu
supporting information, p. 605 - 609 (2017/01/07)
Platinum-catalyzed formal [5+2] and [4+2] annulations of isoxazoles with heterosubstituted alkynes enabled the atom-economical synthesis of valuable 1,3-oxazepines and 2,5-dihydropyridines, respectively. Importantly, this Pt catalysis not only led to unique reactivity dramatically divergent from that observed under Au catalysis, but also proceeded via unprecedented α-imino platinum carbene intermediates.
Substituted isoxazoles for the treatment of inflammation
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, (2010/11/30)
A class of substituted isoxazolyl compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula (III) wherein R7 is selected from hydroxyl, lower alkyl, carboxyl, halo, lower carboxylalkyl, lower alkoxycarbonylalkyl, lower alkoxyalkyl, lower carboxyalkoxyalkyl, lower haloalkyl, lower haloalkylsulfonyloxy, lower hydroxyalkyl, lower aryl (hydroxylalkyl), lower carboxyaryloxyalkyl, lower alkoxycarbonylaryloxyalkyl, lower cycloalkyl, lower cycloalkylalkyl, and lower aralkyl; and wherein R8 is one or more radicals independently selected from hydrido, lower alkylsulfinyl, lower alkyl, cyano, carboxyl, lower alkoxycarbonyl, lower haloalkyl, hydroxyl, lower hydroxyalkyl, lower haloalkoxy, amino, lower alkylamino, lower arylamino, lower aminoalkyl, nitro, halo, lower alkoxy, aminosulfonyl, and lower alkylthio; or a pharmaceutically-acceptable salt thereof.
Halogenation of Vinyl Ketoximes. Synthesis of Isoxazoles and Preparation and Silver Ion-Promoted Reactions of 4-Halo-2-isoxazolines
Hansen, John F.,Kim, Yong In,McCrotty, Stephen E.,Strong, Scott A.,Zimmer, Douglas E.
, p. 475 - 479 (2007/10/02)
Reaction of several α,β-unsaturated ketoximes with N-bromosuccinimide (NBS) gave isoxazoles, but yields were lower and the reaction less general than a similar transformation using iodine under basic conditions.With β,β-disubstituted oximes, 4-halo-5,5-disubstituted-2-isoxazolines were obtained using NBS, iodine, or N-chlorosuccinimide.Treatment of the 4-bromoisoxazolines with silver acetate or silver nitrate caused either elimination with rearrangement to give isoxazoles or substitution at C-4, depending upon the nature of the substituents at C-5.
