75526-19-1Relevant academic research and scientific papers
METHOD FOR PRODUCING IODOOXAZOLE COMPOUND, AND METHOD FOR PRODUCING OXAZOLE COMPOUND
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Paragraph 0043-0045, (2021/09/15)
PROBLEM TO BE SOLVED: To produce an iodooxazole compound inexpensively and safely without using oxidizing agents. SOLUTION: On the basis of the following chemical formula (1) an iminoether compound and an iodinating agent are mixed and reacted with each other with light irradiation, to produce an iodooxazole compound. In the formula (1), R1, R2 each denote an aromatic group. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT
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
Microwave preparation method of 2, 4-disubstituted oxazole compound
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Paragraph 0015; 0017-0018, (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.
A novel synthetic method of 2,4-disubstituted oxazoles using carboxylic acid-derived Bu2Sn[OC(O)R]2
Yoneyama, Hiroki,Oka, Naoki,Usami, Yoshihide,Harusawa, Shinya
supporting information, (2020/05/21)
A novel synthetic method for the preparation of 2,4-disubstituted oxazoles was developed, entailing the reaction of dibutyltin diacylates Bu2Sn[OC(O)R]2 with 1-substituted acetylenes and TMSN3 to afford a range of 2,4-disu
Photochemical Transformation of O-(β-Arylethyl) Arylimidates into 2,4-Diaryl-5-iodoxazoles with 1,3-Diiodo-5,5-dimethylhydantoin
Saito, Aya,Togo, Hideo
, p. 3320 - 3331 (2020/06/01)
Treatment of O-(β-arylethyl) arylimidates with 1,3-diiodo-5,5-dimethylhydantoin (DIH) under irradiation with a tungsten lamp in 1,2-dichloroethane gave the corresponding 2,4-diaryl-5-iodoxazoles and 2,4-diaryloxazoles in good to moderate yields, respectively, depending on the aryl group. It was proposed that the reactions proceeded through the formation of N-iodoimidates by the reaction of O-(β-arylethyl) arylimidates with DIH, followed by the formation of iminyl radicals via homolytic N–I bond cleavage, the 1,5-H shift by the iminyl radicals, the C–I bond formation of the formed carbon-centered radicals with iodine, the nucleophilic cyclization by the imino groups to form 2,4-diaryloxazolines, the oxidation of the formed 2,4-diaryloxazolines to 2,4-diaryloxazoles, and the iodination of the formed 2,4-diaryloxazoles to 2,4-diaryl-5-iodoxazoles with DIH.
Divergent Palladium-Catalyzed Tandem Reaction of Cyanomethyl Benzoates with Arylboronic Acids: Synthesis of Oxazoles and Isocoumarins
Chen, Jiuxi,Chen, Zhongyan,Dai, Ling,Shao, Yinlin,Xiong, Wenzhang,Xu, Tong,Yu, Shuling
supporting information, (2020/04/15)
A palladium-catalyzed tandem reaction of cyanomethyl benzoates with arylboronic acids has been achieved. Substitution at the 2-position of cyanomethyl benzoates was found to be crucial for the selective synthesis of oxazoles and isocoumarins. Cyanomethyl
Hypervalent lodine(III) sulfonate reagent mediated synthesis of 4-aryl-2-phenyloxazoles in ionic liquid
Cheng, Hui-Ting,Hou, Rei-Sheu,Wang, Huey-Min,Chen, Ling-Ching
experimental part, p. 919 - 922 (2009/12/04)
A new and efficient method for the synthesis of 4-aryl-2-phenyloxazoles is described which is based upon the reaction of α-[(2,4-dinitrobenzene) sulfonyl]oxy ketone intermediates with benzamide in ionic liquid.
Mercury(II) p-toluenesulfonate mediated synthesis of oxazoles under microwave irradiation
Lee, Jong Chan,Song, In-Goul
, p. 5891 - 5894 (2007/10/03)
Direct transformation of aromatic ketones into oxazoles in the presence of mercury(II) p-toluenesulfonate under microwave irradiation is described. (C) 2000 Elsevier Science Ltd.
