101097-11-4Relevant articles and documents
Palladium(II) Immobilized Onto the Glucose Functionalized Magnetic Nanoparticle as a New and Efficient Catalyst for the One-pot Synthesis of Benzoxazoles
Moghaddam, Firouz Matloubi,Saberi, Vahid,Kalhor, Sepideh,Veisi, Nazila
, (2018)
Palladium(II) have been immobilized into the nano magnetic Fe3O4 which was functionalized with glucose in order to achieve a one-pot synthesis of 2-substituted benzoxazole derivatives with high yields in the diverse range of organic solvents. The nano catalyst is highly dispersive in polar solvents and can be easily recovered and reused for 6 runs without significant loss of its activity. Finally, the catalyst was fully characterized by FT-IR, TGA, CHN, SEM, EDX and atomic absorption spectroscopy.
Iron(II) bromide-catalyzed oxidative coupling of benzylamines with ortho-substituted anilines: Synthesis of 1,3-benzazoles
Gopalaiah, Kovuru,Chandrudu, Sankala Naga
, p. 5015 - 5023 (2015)
An iron(II) bromide-catalyzed oxidative coupling of benzylamines with 2-amino/hydroxy/mercapto-anilines has been developed, allowing the synthesis of a diversity of substituted 1,3-benzazoles in good to excellent yields. This transformation is compatible with a wide range of functional groups. The method is practical, economical and employs molecular oxygen as an oxidant.
N-Heterocyclic Carbene (NHC)-Catalyzed One-Pot Aerobic Oxidative Synthesis of 2-Substituted Benzo[ d ]oxazoles, Benzo[ d ]thiazoles and 1,2-Disubstituted Benzo[ d ]imidazoles
Zhou, Quan,Liu, Shu,Ma, Ming,Cui, He-Zhen,Hong, Xi,Huang, Shuang,Zhang, Jing-Fan,Hou, Xiu-Feng
supporting information, p. 1315 - 1322 (2018/03/10)
N-Heterocyclic carbene (NHC), generated in situ from easily available N-heterocyclic imidazolium salt with air as terminal oxidant, has successfully been utilized as a cheap and efficient catalyst for one-pot aerobic oxidative synthesis of 2-arylbenzo[ d ]oxazoles, 2-substituted benzo[ d ]thiazoles, and 1,2-disubstituted benzo[ d ]imidazoles.
Preparation method of 2-aryl benzoxazole and 2-aryl benzothiazole compounds
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Paragraph 0024; 0025, (2017/08/29)
The invention belongs to the technical field of organic synthesis, and in particular relates to a preparation method of 2-aryl benzoxazole and 2-aryl benzothiazole compounds. According to the invention, 2-aminophenol(2-aminothiophenol) and aromatic aldehydes are stirred at the temperature of 100 to 130 DEG C, imidazolium salt of which the molar equivalent amount is 10% to 20% and K2CO3 of which the molar equivalent amount is 25% to 50% are added, air is used as an oxidant, and then 2-aryl benzoxazole and 2-aryl benzothiazole compounds are synthesized by a reaction. According to the invention, the cheap and easily prepared imidazolium salt is taken as a catalyst and the cheap air is taken as the oxidant to synthesize target products in a high yield, so that the preparation method of the 2-aryl benzoxazole and 2-aryl benzothiazole compounds is greatly lowered in production cost and capable of adapting to the industrial application to a greater extent.
Nickel-Catalyzed Coupling of Azoles with Aromatic Nitriles
Hanson, McKenna G.,Olson, Noelle M.,Yi, Zubaoyi,Wilson, Grace,Kalyani, Dipannita
supporting information, p. 4271 - 4274 (2017/08/23)
This manuscript describes the Ni-catalyzed coupling of azoles with aromatic nitriles. The use of BPh3 promotes these arylations with electronically diverse azoles and benzonitriles. While the nickel catalyst is necessary for the arylations of phenyl oxazoles, arylation of benzoxazoles with some nitriles affords the arylated products even in the absence of the Ni catalyst albeit in lower yield than the catalyzed process. The Ni-catalyzed process exhibits higher rates and a broader scope than the uncatalyzed transformation.
Direct C-H bond arylation of (benzo)oxazoles with aryl chlorides catalyzed by N-heterocyclic carbene-palladium(II)-1-methylimidazole complex
Shen, Xiao-Bao,Zhang, Yun,Chen, Wen-Xin,Xiao, Zheng-Kang,Hu, Ting-Ting,Shao, Li-Xiong
supporting information, p. 1984 - 1987 (2014/05/06)
The direct C-H bond arylation of (benzo)oxazoles with aryl chlorides was achieved catalyzed by a well-defined NHC-Pd(II)-Im complex. Under the optimal conditions, various aryl chlorides were successfully applied as the arylating reagents to achieve the 2-aryl (benzo)oxazoles in acceptable to high yields, providing a convenient and alternative method for the direct C-H bond arylation of (benzo)oxazoles and enriching the chemistry of the NHC-Pd(II) complex in organic synthesis.
Synthesis and microbiological activity of some novel 5- or 6-methyl-2- (2,4-disubstituted phenyl) benzoxazole derivatives
Temiz, Oezlem,Oeren, Ilkay,Sener, Esin,Yalcin, Ismail,Ucartuerk, Nejat
, p. 337 - 341 (2007/10/03)
The synthesis of a new series of 5- or 6-methyl-2-(2,4-disubstituted phenyl)benzoxazoles (4, 5) is described in order to determine their antimicrobial activities and feasible structure-activity relationships. The synthesized compounds were tested in vitro against three Gram-positive bacteria, three Gram-negative bacteria and the yeast Candida albicans, in comparison with several control drags. Microbiological results exhibited that the synthesized compounds possess a broad spectrum of antibacterial activity against the tested microorganisms. The compounds 4b and 4c indicated some antibacterial activity against Staphylococcus aureus having a minimum inhibitory concentration (MIC) of 12.5 μg/ml. Moreover, the compound 5a revealed a significant antibacterial activity against the enterobacter Pseudomonas aeruginosa showing a MIC value of 25 μg/ml, i.e. more potent than the control drugs tetracycline and streptomycin. For the antimycotic activity against the yeast C. albicans, the derivative 4c was found to be more active than the other synthesized compounds with a MIC value of 12.5 μg/ml, but one-fold less potent than the control drugs oxiconazole and haloprogin.
