139976-25-3Relevant academic research and scientific papers
Delivering 2-Aryl Benzoxazoles through Metal-Free and Redox-Neutral De-CF3Process
Qiao, Xinxin,Zhao, Yong-De,Rao, Mingru,Bu, Zhan-Wei,Zhang, Guangwu,Xiong, Heng-Ying
, p. 13548 - 13558 (2021/10/01)
An unexpected cleavage of the Csp3-CF3 bond of CF3-hydrobenzoxazoles has been disclosed, affording a range of 2-aryl benzoxazoles under metal-free and redox-neutral conditions. This transformation has demonstrated broad substrate scope and good compatibility of functional groups. 2-Aryl benzothiazole and 2-aryl benzoimidazole could be smoothly assembled in the same manner. On the basis of preliminary mechanistic studies, base initiated and aromatization driven β-carbon elimination was considered to be the key step for the formation of 2. This reaction offers an alternative, facile, and sustainable route to access important 2-aryl benzoxazole motifs.
Synthesis of 2-Arylbenzoxazoles via the Palladium-Catalyzed Carbonylation and Condensation of Aromatic Halides and o-Aminophenols
Perry, Robert J.,Wilson, B. David,Miller, Richard J.
, p. 2883 - 2887 (2007/10/02)
A new synthetic method is reported in which 2-arylbenzoxazoles can be prepared by palladium-catalyzed condensation of aryl halides with o-aminophenols followed by dehydrative cyclization.This method is tolerant of a wide variety of functional groups on either aromatic ring and gives good to excellent yields of products.An aliphatic vicinal amino alcohol gave a bis-acylated product as well as a chlorine-containing product with only a small amount of the desired 2-aryloxazole being formed.Methyl iodide and benzyl bromide gave only alkylated products.
Synthesis of heterocyclic compounds
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, (2008/06/13)
A new synthetic method is reported in which 2-arylbenz(ox,imid,thi)azoles can be prepared by the palladium catalyzed condensation of aromatic halides with o-amino(phenol, aniline, thiophenol)s followed by dehydrative cyclization. This method is tolerant of a wide variety of functional groups on either aromatic ring and gives good to excellent yields of products.
