1049032-87-2Relevant academic research and scientific papers
Synthesis of benzoxazoles via an iron-catalyzed domino C-N/C-O cross-coupling reaction
Yang, Bo,Hu, Weiye,Zhang, Songlin
, p. 2267 - 2270 (2018)
An eco-friendly and efficient method has been developed for the synthesis of 2-arylbenzoxazoles via a domino iron-catalyzed C-N/C-O cross-coupling reaction. Some of the issues typically encountered during the synthesis of 2-arylbenzoxazoles in the presence of palladium and copper catalysts, including poor substrate scope and long reaction times have been addressed using this newly developed iron-catalyzed method.
Iron-catalyzed 2 - benzenes and wicked zuozuo apperception for the synthesis of the new method
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Paragraph 0019-0020; 0047-0048, (2018/01/11)
The invention discloses a new synthesis method of iron-catalyzed 2-aryl benzoxazoles, which is prepared by directly performing C-N coupling and C-O coupling on benzamide and o-bromoiodobenzene serving as raw materials at a certain temperature in the presence an iron salt, a ligand and an alkali. According to the invention, a biological metal iron is introduced in synthesis of medical skeletons 2-aryl benzoxazoles, thus use of high-toxicity metals like palladium is avoided, and the application range of the method is expanded to substrates containing different substituent groups. The invention also successfully develops a catalyzing system which can have a catalysis effect on C-N and C-O coupling at the same time, and can greatly improve the safety of 2-aryl benzoxazoles in the synthesis process.
Ligand-promoted, copper nanoparticles catalyzed one-pot synthesis of substituted benzoxazoles from 2-bromoanilines and acyl chlorides
Wang, Yong,Wu, Chaolong,Nie, Shoujie,Xu, Dingjian,Yu, Min,Yao, Xiaoquan
supporting information, p. 6827 - 6832 (2015/11/27)
A facile, highly efficient, and practical one-pot synthetic strategy for benzoxazoles was developed by using copper nanoparticles as a catalyst with o-bromoanilines and acyl chlorides as starting materials. With the promotion of 1,10-phenanthroline ligand, the copper nanoparticles catalyst showed highly catalytic activity under mild conditions. This methodology is tolerant of a wide variety of functional groups and gives good to excellent yields in most examples. Furthermore, the solid catalyst could be recovered and reused conveniently several times with satisfactory yields.
Synthesis and biological properties of benzothiazole, benzoxazole, and chromen-4-one analogues of the potent antitumor agent 2-(3,4-dimethoxyphenyl)-5- fluorobenzothiazole (PMX 610, NSC 721648)
Aiello, Stefania,Wells, Geoffrey,Stone, Erica L.,Kadri, Hachemi,Bazzi, Rana,Bell, David R.,Stevens, Malcolm F. G.,Matthews, Charles S.,Bradshaw, Tracey D.,Westwell, Andrew D.
supporting information; experimental part, p. 5135 - 5139 (2009/08/09)
New fluorinated 2-aryl-benzothiazoles, -benzoxazoles, and -chromen-4-ones have been synthesized and their activity against MCF-7 and MDA 468 breast cancer cell lines compared with the potent antitumor benzothiazole 5. Analogues such as 9a,b and 12a,d yielded submicromolar GI50 values in both cell lines; however, none of the new compounds approached 5 in terms of antitumor potency. For 5, binding to the aryl hydrocarbon receptor appeared to be necessary but not sufficient for growth inhibition.
