32729-66-1Relevant academic research and scientific papers
Fe/S-Catalyzed synthesis of 2-benzoylbenzoxazoles and 2-quinolylbenzoxazolesviaredox condensation ofo-nitrophenols with acetophenones and methylquinolines
Ngo, Quoc Anh,Nguyen, Le Anh,Nguyen, Thanh Binh,Nguyen, Thi Thu Tram
supporting information, p. 6015 - 6020 (2021/07/21)
An Fe/S catalyst generatedin situfrom FeCl2·4H2O and elemental sulfur S8in the presence of a tertiary amine as a base was found to catalyze efficiently a 6e?redox condensation ofo-nitrophenols with acetophenones and methylquinolines. The condensed products 2-benzoylbenzoxazoles and 2-quinolylbenzoxazoles were obtained in reasonable yields with water as the only byproduct at a temperature as low as 80 °C.
Break-and-Build Strategy for the Synthesis of 2-Benzoylbenzoxazoles from o-Aminophenols and Acetophenones
Nguyen, Le Anh,Ngo, Quoc Anh,Retailleau, Pascal,Nguyen, Thanh Binh
supporting information, p. 2098 - 2103 (2021/03/15)
Although compounds with a 2-benzoylbenzoxazole motif are biologically relevant, there are only a few methods for synthesizing them, most of which relied on multistep process or required substrates bearing activating groups. Herein, we report an efficient method for the synthesis of such compounds by direct reactions of o-aminophenols with acetophenones promoted by sulfur in DMSO. The reaction was found to proceed via a Willgerodt rearrangement-type benzoxazolation of acetophenones followed by a benzylic oxidation to reinstall the carbonyl function. This method has a broad substrate scope and good tolerance for sensitive functional groups. (Figure presented.).
Palladium(II)/N-heterocyclic carbene-catalyzed direct C-H acylation of heteroarenes with N-acylsaccharins
Karthik, Shanmugam,Gandhi, Thirumanavelan
, p. 5486 - 5489 (2017/11/06)
N-Acylsaccharin represents a facile acyl group transfer agent to heteroarenes in the presence of Pd(II)/NHC complexes appended with a pyrene unit. Catalytic acylation of heteroarenes was enhanced by the noncovalent interaction between the pyrene unit and
Synthesis of 2-Keto(hetero)aryl Benzox(thio)azoles through Base Promoted Cyclization of 2-Amino(thio)phenols with α,α-Dihaloketones
Jiang, Jun,Zou, Huaxu,Dong, Qizhi,Wang, Ruijia,Lu, Linghui,Zhu, Yonggang,He, Weimin
, p. 51 - 56 (2016/01/15)
An interesting base-promoted protocol for the synthesis of 2-keto(hetero)aryl benzox(thi)azoles has been developed. Starting from commercially available 2-amino(thio)phenols and α,α-dihaloketones, moderate to good yields of the corresponding heterocycles can be achieved. Notably, only EtNH2 was required as the promoter here, and the reaction can be easily performed on a large scale.
Cobalt-Catalyzed Decarboxylative 2-Benzoylation of Oxazoles and Thiazoles with α-Oxocarboxylic Acids
Yang, Ke,Chen, Xinyong,Wang, Yuqi,Li, Wanqing,Kadi, Adnan A.,Fun, Hoong-Kun,Sun, Hao,Zhang, Yan,Li, Guigen,Lu, Hongjian
, p. 11065 - 11072 (2015/11/18)
Cobalt-catalyzed decarboxylative cross-coupling of oxazoles and thiazoles with α-oxocarboxylic acids was developed through an sp2 C-H bond functionalization process. This work represents the first example of cobalt-catalyzed decarboxylative C-H
A one-pot hypoiodite catalysed oxidative cycloetherification approach to benzoxazoles
Boominathan, Siva Senthil Kumar,Hu, Wan-Ping,Senadi, Gopal Chandru,Vandavasi, Jaya Kishore,Wang, Jeh-Jeng
, p. 6726 - 6728 (2014/06/23)
A practical one-pot hypoiodite catalysed oxidative cyclization approach to synthesize α-ketobenzoxazole derivatives was successfully developed. This operationally simple protocol utilizes easily-accessible starting materials and has a broad substrate scope with excellent yields. This journal is the Partner Organisations 2014.
Nickel-catalyzed decarboxylative acylation of heteroarenes by sp 2 C-H functionalization
Yang, Ke,Zhang, Cheng,Wang, Peng,Zhang, Yan,Ge, Haibo
supporting information, p. 7241 - 7244 (2014/06/23)
Nickel-catalyzed ligand-free decarboxylative cross-coupling of azole derivatives with α-oxoglyoxylic acids has been developed. This work represents the first example of decarboxylative cross-coupling reactions, in a C-H bond functionalization manner, thro
A sustainable synthesis of 2-benzoxazyl and 2-benzothiazyl ketones from alkynyl bromides and 2-amino(thio)phenols promoted by a recyclable catalytic system
Cui, Liangyan,He, Yan,Fan, Xuesen
experimental part, p. 992 - 996 (2012/05/20)
An environmentally and economically sustainable synthesis of 2-benzoxazyl ketones and 2-benzothiazyl ketones through FeCl3·6H 2O catalyzed tandem reactions of alkynyl bromides with 2-amino(thio)phenols in [bmim]BF4 has been developed. Remarkable advantages of this new synthetic strategy include high efficiency, readily available starting materials, and recyclable catalyst and reaction medium. An environmentally and economically sustainable synthesis of 2-benzoxazyl ketones and 2-benzothiazyl ketones through FeCl3·6H2O catalyzed tandem reactions of alkynyl bromides with 2-amino(thio)phenols in [bmim]BF4 has been developed. Remarkable advantages of this new synthetic strategy include high efficiency, readily available starting materials, and recyclable catalyst and reaction medium. Copyright
An efficient synthesis of 2-substituted benzoxazoles via RuCl 3·3H2O catalyzed tandem reactions in ionic liquid
Fan, Xuesen,He, Yan,Wang, Yangyang,Zhang, Xinying,Wang, Jianji
body text, p. 773 - 777 (2011/11/12)
An efficient synthesis of 2-substituted benzoxazoles through RuCl 3·3H2O catalyzed, air oxidized tandem reactions of 2-aminophenols and aldehydes in [bmim]BF4 was developed. This synthetic strategy has such advantages as mild reaction conditions, cost-free oxidant, readily available starting materials, and recyclable catalyst and solvent. As an application, it was successfully used in the synthesis of the unreported 5-(benzoxazol-2-yl)-2′-deoxyuridines with potential biological activities. A novel and efficient synthesis of 2-substituted benzoxazoles through RuCl3 catalyzed, air oxidized tandem reactions of 2-aminophenols and aldehydes in [bmim]BF4 was developed.
