324-57-2Relevant 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
supporting information, 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.
Photoinduced Copper-Catalyzed C-H Arylation at Room Temperature
Yang, Fanzhi,Koeller, Julian,Ackermann, Lutz
supporting information, p. 4759 - 4762 (2016/04/19)
Room-temperature azole C-H arylations were accomplished with inexpensive copper(I) compounds by means of photoinduced catalysis. The expedient copper catalysis set the stage for site-selective C-H arylations of non-aromatic oxazolines under mild reaction conditions, and provides step-economical access to the alkaloid natural products balsoxin and texamine. Copper light: Room-temperature C-H arylations of heteroarenes were accomplished with inexpensive copper compounds by photoinduced catalysis. The expedient copper catalysis leads to site-selective C-H arylations of non-aromatic oxazolines under mild reaction conditions, and provides step-economical access to the alkaloid natural products balsoxin and texamine.
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.
Copper-catalyzed oxidative cyclization of chalcone and benzylic amine leading to 2,5-diaryl oxazoles via carbon-carbon double bond cleavage
Liu, Dongfang,Yu, Jintao,Cheng, Jiang
supporting information, p. 1149 - 1153 (2014/02/14)
A copper-catalyzed oxidative cyclization of chalcone with benzylic amine is achieved, providing 2,5-diaryl oxazoles in moderate to good yields. The procedure employs O2 as a clean oxidant and involves an oxidative cleavage of the CC bond as the key step.
Iodine(III)-promoted synthesis of oxazoles through oxidative cyclization of N -styrylbenzamides
Hempel, Christian,Nachtsheim, Boris J.
supporting information, p. 2119 - 2123 (2013/10/21)
The hypervalent iodine reagent PhI(OTf)2, generated in situ, has been successfully utilized in an intramolecular oxidative cyclization of N-styrylbenzamides. In remarkably short reaction times, the desired 2,5-disubstituted oxazoles were isolated in high yields in this metal-free oxidative C-O bond-forming reaction. Georg Thieme Verlag Stuttgart, New York.
