1258498-70-2Relevant academic research and scientific papers
Synthesis method of 2-aryl formyl benzoxazole compound
-
Paragraph 0046-0056, (2021/06/21)
The invention discloses a synthesis method of a 2-aryl formyl benzoxazole compound, which comprises the following steps: in an oxygen-containing atmosphere and an ultrasonic environment, carrying out intramolecular cyclization-oxidation cascade reaction on N-(2-hydroxyphenyl)-2-aryl acetamide under the synergistic catalysis action of an acidic eutectic solvent and a cuprous salt, thereby obtaining the 2-aryl formyl benzoxazole compound. The method is mild in reaction condition, simple in step, green, energy-saving, high in reaction selectivity and product yield and excellent in substrate functional group compatibility, the acidic eutectic solvent/cuprous salt catalytic system can be recycled for multiple times, and the production cost is greatly reduced.
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.).
Acid-Catalyzed Condensation of o-Phenylenediammines and o-Aminophenols with α-Oxodithioesters: A Divergent and Regio? selective Synthesis of 2-Methylthio-3-Aryl/Heteroarylquinoxalines and 2-Acylbenzoxazoles
Anil, Seegehally M,Kiran, Kuppalli R,Rangappa, Kanchugarakoppal S,Sadashiva, Maralinganadoddi P,Shruthi, Jeegundipattana B,Sukrutha, Kodipura P,Swaroop, Toreshettahally R
, p. 4205 - 4214 (2019/11/14)
o-Phenylenediammines and o-Aminophenols were reacted with α-oxodithioesters in a highly regioselective fashion to give 2-methylthio-3-Aryl/heteroarylquinoxalines and 2-Acylbenzoxazoles in 55-94percent and 45-86percent, respectively, in the presence of p-T
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
supporting information, 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
, 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
Palladium-catalyzed carbonylative C-H activation of heteroarenes
Wu, Xiao-Feng,Anbarasan, Pazhamalai,Neumann, Helfried,Beller, Matthias
supporting information; experimental part, p. 7316 - 7319 (2010/11/05)
Not only carbonylation: The first carbonylative cross-coupling reactions towards ketones using C-H activation have been developed. Various heteroarenes, such as oxazoles, thiazoles, and imidazoles were used as coupling partners in this methodology. DBU =
