838-41-5Relevant articles and documents
Convergent Domino Cyclization: Oxidative [3+1+1] Annulation for One-Pot Synthesis of 2-Quinoline-4,5-diaryl-oxazoles from Methyl Azaarenes, Benzoins and NH4OAc
Kong, Hong-Mei,Liang, Fei-Fei,Liu, Kai-Xuan,Shang, Zhi-Hao,Sun, Yuan-Yuan,Yao, Jian-Wen,Yin, Ya-Qing,Zhao, Cong,Zhu, Yan-Ping
supporting information, p. 998 - 1002 (2021/01/18)
An oxidative [3+1+1] convergent domino cyclization is disclosed. This protocol enables to get quinoline, quinoxaline, quinazolin-4(3H)-one and benzo[d]thiazole attached 2,4,5-trisubstituted oxazoles from methyl azaarenes, benzoins, and NH4OAc i
Microwave preparation method of 2, 4-disubstituted oxazole compound
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Paragraph 0014-0015; 0017, (2020/11/25)
The invention discloses a microwave preparation method of a 2, 4-disubstituted oxazole compound. The method comprises the following steps: carrying out heating reflux reaction on substituted carboxylic acid and thionyl chloride, after the reaction is finished, carrying out rotary evaporation to remove excessive thionyl chloride to obtain yellow transparent liquid substituted acyl chloride, and then adding dichloromethane to dilute for later use; dropwise adding substituted acyl chloride into ammonia water while stirring under an ice bath condition, removing the ice bath after the acyl chlorideis dropwise added, stirring at room temperature until a large amount of white solids appear in the solution, carrying out suction filtration after the reaction is finished, and drying to obtain substituted amide. Substituted amide, dichloromethane, triethylamine and an alpha-bromocarbonyl compound are loaded into a pressure reaction tank designed by CEM. The mixture is irradiated in a CEM DISCOVER 2.0 annular focusing single-mode microwave synthesizer. The mixture is cooled to room temperature by passing compressed air through a microwave chamber. The target compound is filtered after cooling, and the crude solid recrystallized with ethanol to obtain the 2, 4-disubstituted oxazole compound.
Radical cascade synthesis of azoles: via tandem hydrogen atom transfer
Chen, Andrew D.,Herbort, James H.,Mustafa, Darsheed N.,Nagib, David A.,Nakafuku, Kohki M.,Wappes, Ethan A.
, p. 2479 - 2486 (2020/03/19)
A radical cascade strategy for the modular synthesis of five-membered heteroarenes (e.g. oxazoles, imidazoles) from feedstock reagents (e.g. alcohols, amines, nitriles) has been developed. This double C-H oxidation is enabled by in situ generated imidate