24807-19-0Relevant academic research and scientific papers
Novel method for synthesizing oxazole compound
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Paragraph 0013, (2017/08/18)
The invention discloses a novel method for synthesizing an oxazole compound. The novel method comprises the following steps: in the presence of oxygen, adding 0.1mmol of an enaminone compound and 30%mmol of a copper salt catalyst (such as copper bromide, copper chloride and cupric iodide) into a solvent (such as solutions of DMF (Dimethyl Formamide) and DMSO (Dimethylsulfoxide)), stirring to react for 2 hours at 80-100 DEG C, and tracking reaction with TLC (Thin-Layer Chromatography); and after the enaminone compound is completely consumed, cooling to the room temperature, performing depressurized sucking filtration to remove the solvent, and purifying by using silicagel column chromatography with ethyl acetate and petroleum ether in a ratio of 1:100, thereby obtaining a product. According to the novel method, the enaminone compound and oxygen are adopted as raw materials, C-H based activation is performed, and under the catalytic action of the copper salt, the oxazole compound can be synthesized by using a one-pot method. The novel method disclosed by the invention is easy in raw material obtaining, simple to operate, gentle in condition, good in yield and wide in application prospect.
Dioxazoles, a new mild nitrene transfer reagent in gold catalysis: Highly efficient synthesis of functionalized oxazoles
Chen, Ming,Sun, Ning,Chen, Haoyi,Liu, Yuanhong
supporting information, p. 6324 - 6327 (2016/05/19)
A gold-catalyzed regioselective [3+2] cycloaddition of ynamides with 1,4,2-dioxazoles was developed and offers a novel approach to obtain highly functionalized oxazoles under mild reaction conditions. 1,4,2-Dioxazole was found to act as an efficient N-acyl nitrene equivalent to trigger a facile generation of α-imino gold-carbene intermediate through the elimination of a ketone.
I2-Catalyzed C-O Bond Formation and Dehydrogenation: Facile Synthesis of Oxazolines and Oxazoles Controlled by Bases
Gao, Wen-Chao,Hu, Fei,Huo, Yu-Ming,Chang, Hong-Hong,Li, Xing,Wei, Wen-Long
, p. 3914 - 3917 (2015/08/18)
A general method for the synthesis of oxazolines and oxazoles was developed through I2-catalyzed C-O bond formation and dehydrogenation with the same oxidant, TBHP. By simply tuning reaction bases, either oxazolines or oxazoles were selectively
[3 + 2] Cycloaddition/Oxidative Aromatization Sequence via Photoredox Catalysis: One-Pot Synthesis of Oxazoles from 2H-Azirines and Aldehydes
Zeng, Ting-Ting,Xuan, Jun,Ding, Wei,Wang, Kuan,Lu, Liang-Qiu,Xiao, Wen-Jing
supporting information, p. 4070 - 4073 (2015/09/01)
A novel [3 + 2] cycloaddition/oxidative aromatization sequence via visible light-induced photoredox catalysis is disclosed. It provides a general synthetic route to 2,4,5-trisubstituted oxazoles from easily accessible 2H-azirines and aldehydes under mild reaction conditions. The potential of this strategy was further demonstrated by the rapid synthesis of a cyclooxygenase-2 inhibitor as well as the success of employing electron-deficient alkenes and imines as the reaction partners.
Copper-catalyzed oxidative cyclization of arylamides and ?2-diketones: New synthesis of 2,4,5-trisubstituted oxazoles
Bai, Yang,Chen, Wen,Chen, Ya,Huang, Huawen,Xiao, Fuhong,Deng, Guo-Jun
, p. 8002 - 8005 (2015/02/19)
A novel copper catalyzed approach to oxazoles via enamide intermediates was developed from benzamides and ?2-diketones. The successive condensation and cyclization reactions afforded various 2,4,5-trisubstituted oxazoles in good yields.
