18860-06-5Relevant academic research and scientific papers
Synthesis of 2,5-disubstituted oxazoles: Via cobalt(III)-catalyzed cross-coupling of N -pivaloyloxyamides and alkynes
Yu, Xiaolong,Chen, Kehao,Wang, Qi,Zhang, Wenjing,Zhu, Jin
, p. 1197 - 1200 (2018/02/09)
An efficient synthesis of 2,5-disubstituted oxazoles via Co(iii) catalysis is described herein. The synthesis is achieved under mild conditions through [3+2] cycloaddition of N-pivaloyloxyamides and alkynes. The reaction operates through an internal oxidation pathway and features a very broad substrate scope. The one-step synthesis of natural products such as texamine and balsoxin has been demonstrated via this protocol.
A cuprous catalytic phenmethyl nitrine with styrene synthesis of 2, 5 - disubstituted-oxazole
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, (2017/08/25)
The invention discloses a preparation method for synthesizing 2,5-disubstituted oxazoles from benzyl azide and styrene under the catalysis of sub copper. The method comprises the following steps of (1) preparing a substituent azide; (2) reacting azide with styrene to prepare a product. According to the method, the raw materials are simple, reaction conditions are moderate, and the method has high application value, and is suitable for industrial production.
Iodine catalysed intramolecular C(sp3)-H functionalization: synthesis of 2,5-disubstituted oxazoles from N-arylethylamides
Samanta, Supravat,Donthiri, Ramachandra Reddy,Dinda, Milan,Adimurthy, Subbarayappa
, p. 66718 - 66722 (2015/08/24)
Iodine catalyzed synthesis of 2,5-disubstituted oxazoles from N-arylethylamides through intramolecular C(sp3)-H functionalization under metal-free conditions is described. The method is tolerable to a wide range of substrates having a variety of functional groups with moderate to good yields of the products.
A facile synthesis of 2,5-disubstituted oxazoles via a copper-catalyzed cascade reaction of alkenes with azides
Li, Jiu-Ling,Wang, Ying-Chun,Li, Wei-Ze,Wang, Heng-Shan,Mo, Dong-Liang,Pan, Ying-Ming
, p. 17772 - 17774 (2015/12/18)
A novel and efficient approach to the synthesis of 2,5-disubstituted oxazoles is developed via a 1,3-dipolar cycloaddition/ring cleavage/1,2-H migration/denitrogenation/copper-catalyzed aerobic oxidative dehydrogenative cyclization cascade. The desired products can be obtained from readily available aromatic terminal alkenes and azides employing air as the oxidant under mild conditions, and it offers an attractive alternative method for the synthesis of oxazole derivatives.
Room temperature copper(II)-catalyzed oxidative cyclization of enamides to 2,5-disubstituted oxazoles via vinylic C-H functionalization
Cheung, Chi Wai,Buchwald, Stephen L.
, p. 7526 - 7537 (2012/10/30)
A copper(II)-catalyzed oxidative cyclization of enamides to oxazoles via vinylic C-H bond functionalization at room temperature is described. Various 2,5-disubstituted oxazoles bearing aryl, vinyl, alkyl, and heteroaryl substituents could be synthesized in moderate to high yields. This reaction protocol is complementary to our previously reported iodine-mediated cyclization of enamides to afford 2,4,5-trisubstituted oxazoles.
Nickel- and cobalt-catalyzed direct alkylation of azoles with N-tosylhydrazones bearing unactivated alkyl groups
Yao, Tomoyuki,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
supporting information; experimental part, p. 775 - 779 (2012/02/06)
A matter of catalyst: Azole compounds can be directly alkylated with N-tosylhydrazones that bear unactivated alkyl groups (see scheme; phen=1,10-phenanthroline, Ts=p-toluenesulfonyl). Nickel catalysis enables the introduction of simple secondary alkyl chains into benzoxazole compounds, whereas the alkylation of 5-aryloxazoles and benzothiazole is possible by using a cobalt catalyst. Copyright
