1315571-17-5Relevant articles and documents
Access to 2-(het)aryl and 2-styryl benzoxazoles via palladium-catalyzed aminocarbonylation of aryl and vinyl bromides
Neumann, Karoline T.,Lindhardt, Anders T.,Bang-Andersen, Benny,Skrydstrup, Troels
, p. 2094 - 2097 (2015)
A sequential one-pot procedure for the synthesis of either 2-(hetero)aryl or 2-styryl benzoxazoles is reported, starting from aryl and vinyl bromides, respectively, involving an initial aminocarbonylation with 2-aminophenols as nucleophiles followed by an acid mediated ring closure to generate the heterocycle. The methodology displays a broad substrate scope in moderate to excellent yields and can be exploited for 13C-isotope labeling. Finally, this carbonylative protocol was applied to the synthesis of a potential Alzheimer's plaque binder and a selective PPAR antagonist including site-specific labeling with 13C-carbon monoxide.
Magnetically recoverable and reusable CuFe2O4 nanoparticle-catalyzed synthesis of benzoxazoles, benzothiazoles and benzimidazoles using dioxygen as oxidant
Yang, Daoshan,Zhu, Xiao,Wei, Wei,Sun, Nana,Yuan, Li,Jiang, Min,You, Jinmao,Wang, Hua
, p. 17832 - 17839 (2014/05/06)
A green and efficient strategy for the synthesis of benzoxazoles, benzothiazoles and benzimidazoles has been developed by using inexpensive, readily available, dioxygen-stable and recyclable CuFe2O4 as the nanocatalyst, and o-substituted aminobenzene and various aldehydes as the starting materials. The CuFe2O4 nanoparticles are dioxygen insensitive and easily recoverable with an external magnet from the reaction medium. The catalyst can be reused ten times without significant loss of catalytic activity. This journal is the Partner Organisations 2014.
Copper-catalysed intramolecular O-arylation: A simple and efficient method for benzoxazole synthesis
Wu, Fengtian,Zhang, Jie,Wei, Qianbing,Liu, Ping,Xie, Jianwei,Jiang, Haojie,Dai, Bin
supporting information, p. 9696 - 9701 (2015/02/19)
A wide range of 2-substituted benzoxazoles can be efficiently synthesized from N-(2-iodo-/bromo-phenyl)benzamides, and even the less reactive N-(2-chlorophenyl)benzamides, via Cu-catalysed intramolecular coupling cyclization reactions using methyl 2-methoxybenzoate as the ligand under mild reaction conditions. In addition, the benzoxazoles can be easily prepared from the primary amides coupling with o-dihalobenzenes in a single step. This journal is