101554-06-7Relevant academic research and scientific papers
Elemental Sulfur-Promoted Benzoxazole/Benzothiazole Formation Using a C=C Double Bond as a One-Carbon Donator
Chen, Xuecheng,Han, Shiqing,Hu, Liang,Liu, Yafei,Luo, Yue,Pan, Bin,Peng, Yalan,Zhang, Jun,Zhang, Yurong
, p. 14485 - 14492 (2021/11/12)
An efficient method to assemble diverse benzoxazoles/benzothiazoles in good yields was developed via oxidative cyclization with 2-aminothiophenols or 2-iodoanilines as raw materials. In this protocol, elemental sulfur was used as the effective oxidant and C atoms on the C=C double bond were introduced as a one-carbon donator.
Elemental Sulfur-Promoted Oxidative Rearranging Coupling between o-Aminophenols and Ketones: A Synthesis of 2-Alkyl benzoxazoles under Mild Conditions
Nguyen, Thanh Binh,Retailleau, Pascal
supporting information, p. 3887 - 3890 (2017/07/26)
In the presence of N-methylpiperidine, elemental sulfur was found to act as excellent oxidant in promoting oxidative rearranging coupling between o-aminophenols and ketones. A wide range of 2-alkylbenzoxazoles was obtained under mild conditions.
Rhodium-catalyzed synthesis of unsymmetrical di(aryl/heteroaryl)methanes using aryl/heteroarylmethyl ketones via CO-C bond cleavage
Li, Guangzhe,Arisawa, Mieko,Yamaguchi, Masahiko
supporting information, p. 4328 - 4330 (2014/04/17)
RhH(PPh3)4 and 1,2-bis(diphenylphosphino)benzene catalyze the reaction of aryl/heteroarylmethyl ketones and aryl heteroaryl ethers giving unsymmetrical diarylmethanes containing one or two heteroarenes in high yields. The reaction do
Palladium-catalyzed selective C-H benzylation towards functionalized azoles with a quaternary carbon center
Xie, Pan,Huang, Hanmin,Xie, Yinjun,Guo, Shengmei,Xia, Chungu
supporting information; experimental part, p. 1692 - 1700 (2012/08/14)
The direct C-H benzylation of azoles with benzyl chlorides proceeds efficiently, via sequential cleavage of one sp2 C-H bond and two sp3 C-H bonds in the presence of a palladium catalyst, to generate a wide range of tribenzylated azoles with a quaternary carbon center efficiently. The same catalyst could also promote the mono- and di-benzylation reactions through fine turning of the base and reaction conditions. Copyright
Facile synthesis of benzoxazoles from 1,1-dibromoethenes
Tao, Kemei,Zheng, Jianlong,Liu, Zhaogui,Shen, Wang,Zhang, Jiancun
experimental part, p. 3246 - 3249 (2010/08/19)
Direct coupling of 1,1-dibromoethenes with 2-aminophenols had been achieved to form the corresponding benzoxazoles under mildly basic reaction conditions. A variety of substituted 2-aminophenols provided the desired products in moderate to good yields. Even though 1,1-dibromoethenes have to be derived from arylcarboxaldehydes or glyoxalate for the reactions, this method still provides a new route to the preparation of benzoxazoles, complementing to existing synthetic strategies.
