2295-47-8Relevant articles and documents
Regiodivergent Cross-Dehydrogenative Coupling of Pyridines and Benzoxazoles: Discovery of Organic Halides as Regio-Switching Oxidants
Yamada, Shuya,Murakami, Kei,Itami, Kenichiro
, p. 2415 - 2418 (2016)
Cross-dehydrogenative coupling (CDC) of two unfunctionalized heteroarenes has been recognized as an ideal transformation to synthesize privileged heterobiaryl scaffolds. However, regioselective activation and transformation of a specific set of two heterocyclic C-H bonds among other bonds have been extremely challenging. Thus, discovering a new controlling element to achieve regio-controlled and regio-divergent heterocyclic CDCs is considered crucial. In this Letter, the unprecedented use of organic halides as an oxidant to achieve the CDC reaction of pyridines and benzoxazoles with palladium catalyst is described. Moreover, the regioselectivity of the pyridine functionalization site can be controlled by the choice of organic halides.
Synthesis of 2-(2-, 3-, and 4-pyridyl)benzoxazoles by the reaction of phenolic schiff bases with thianthrene cation radical
Park, Myeong Soon,Jun, Kun,Shin, Seung Rim,Oh, Sea Wha,Park, Koon Ha
, p. 1279 - 1281 (2002)
2-(2-, 3-, and 4-Pyridyl)benzoxazole derivatives were prepared in excellent yields by the oxidative cyclization of phenolic Schiff bases with thianthrene cation radical perchlorate in the presence of 2,6-di-tert-butyl-4-methylpyridine.
Synthetic method 2 -aryl benzoxazole derivative (by machine translation)
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Paragraph 0044-0051; 0058-0061; 0063-0067; 0080-0083, (2020/06/05)
The invention discloses a synthesis method of 2 -aryl benzoxazole derivative, which comprises the following steps: reacting o-nitrophenol derivative with an aryl formaldehyde derivative in the presence of a pyridine accelerant and an elemental sulfur reducing agent to obtain 2 -arylbenzoxazole derivative. (by machine translation)
Oxidative NHC catalysis for base-free synthesis of benzoxazinones and benzoazoles by thermal activated NHCs precursor ionic liquid catalyst using air as oxidant
Guan, Jiali,Liu, Wei,Liu, Yuchen,Song, Zhibin,Tao, Duan-Jian,Yan, Jieying,Yuan, Jian-Jun,Zhou, Youkang
, (2020/05/25)
A reusable thermal activated NHC precursor ionic liquid catalyst ([BMIm]2[WO4]) has been prepared and developed for the synthesis of nitrogen-containing heterocycles such as benzoxazinones and benzoazoles through imines activation. [BMIm]2[WO4] exhibited the good activity for the base-free condensation and oxidative NHC catalysis tandem under air atmosphere. The catalyst can be recovered and reused for at least five runs in gram scale synthesis without any decrease in catalytic activity. Furthermore, the control experiments demonstrated that the reaction involved formation of aromatic aldimines, NHC-catalyzed oxidative formation of imidoyl azoliums and intramolecular cyclization to generate the product.