883018-08-4Relevant academic research and scientific papers
Phosphonium acidic ionic liquid: An efficient and recyclable homogeneous catalyst for the synthesis of 2-Arylbenzoxazoles, 2-Arylbenzimidazoles, and 2-Arylbenzothiazoles
Nguyen, Quang The,Thi Hang, Anh-Hung,Ho Nguyen, Thuy-Linh,Nguyen Chau, Duy-Khiem,Tran, Phuong Hoang
, p. 11834 - 11842 (2018)
A highly efficient and green strategy for the synthesis of 2-Arylbenzoxazoles, 2-Arylbenzimidazoles, and 2-Arylbenzothiazoles catalyzed by phosphonium acidic ionic liquid has been developed via the condensation of o-Aminophenol, o-phenylenediamines, and o-Aminothiophenol, respectively, with aldehydes. The reaction has a good yield, the broad substrate scope, and mild condition. Triphenyl(butyl-3-sulphonyl)phosphonium toluenesulfonate catalyst was easily obtained from cheap and available starting materials through a one-pot synthesis. Its structure was identified by 1H NMR, 13C NMR, 31P NMR, and FT-IR techniques. Other properties including thermal stability and acidity were determined by TGA and Hammett acidity function method. Interestingly, the catalyst can maintain its constantly outstanding performance till the fourth recovery.
Sulfur/DABCO Promoted Reductive Coupling/Annulation Cascade Reaction between o -Hydroxy/Amino Nitrobenzenes and Benzaldehydes
Dang, Minh-Huy Dinh,Nguyen, Linh Ho Thuy,Tran, Phuong Hoang
supporting information, p. 1687 - 1694 (2020/05/25)
Sulfur/DABCO was found to be an efficient reagent in promoting- the reductive coupling/annulation of o -nitrophenols or o -nitroanilines with benzaldehydes. This method represents a simple, straightforward, and green approach to the construction of benz-oxazoles and benzimidazoles.
Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols
Oshimoto, Kohei,Tsuji, Hiroaki,Kawatsura, Motoi
, p. 4225 - 4229 (2019/05/10)
We describe herein the synthetic method to benzoxazole derivatives via the copper-catalyzed hydroamination of alkynones with 2-aminophenols. The method produced a wide variety of functionalized benzoxazole derivatives in good yields. Preliminary mechanistic experiments revealed that the reaction would proceed through the copper-catalyzed hydroamination of alkynones and the sequential intramolecular cyclization of β-iminoketones/elimination of acetophenone promoted by the copper catalyst.
Deep eutectic solvent-catalyzed arylation of benzoxazoles with aromatic aldehydes
Tran, Phuong Hoang,Thi Hang, Anh-Hung
, p. 11127 - 11133 (2018/03/26)
A novel and efficient methodology for the arylation of benzoxazoles with aromatic aldehydes catalyzed by deep eutectic solvent has been developed. The reaction smoothly proceeded with a wide range of substrates to give the desired products in high yields within short reaction time. Deep eutectic solvents are easily recovered and reused without significant loss of catalytic activity.
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 0030; 0031, (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.
A new superacid hafnium-based metal-organic framework as a highly active heterogeneous catalyst for the synthesis of benzoxazoles under solvent-free conditions
Nguyen, Linh H.T.,Nguyen, The T.,Nguyen, Ha L.,Doan, Tan L.H.,Tran, Phuong Hoang
, p. 4346 - 4350 (2017/10/13)
A new crystalline porous superacid material was prepared by sulfation of a Hf-MOF constructed from a 6-connected Hf node and 1,3,5-benzenetricarboxylate. The new superacid MOF with the presence of sulfate groups coordinated to a Hf-oxo cluster as superacid sites was found to be an effective heterogeneous catalyst for solvent-free heterocyclization for benzoxazole synthesis.
Synthesis, photophysical, electrochemical and electroluminescent properties of a novel iridium(III) complex based on 2-phenylbenzo[d]oxazole derivative
Li, Xiao,Yu, Xiao-Ting,Chi, Hai-Jun,Dong, Yan,Xiao, Guo-Yong,Lei, Peng,Zhang, Dong-Yu,Cui, Zheng
, p. 473 - 477 (2013/10/21)
A new phosphorescent iridium (III) complex based on 2-(4-tert-butylphenyl)- 5-methylbenzo[d]oxazole as main ligand, i.e. bis(2-(4-tert-butylphenyl)-5- methylbenzo[ d]oxazole-N,C2′)iridium(acetylacetonate) [(tmbo)2Ir(acac)], was synth
One pot synthesis of 2-phenylbenzoxazoles by potassium cyanide assisted reaction of o-aminophenols and benzaldehydes
Reyes, Horacio,Beltran, Hiram I.,Rivera-Becerril, Ernesto
experimental part, p. 308 - 310 (2011/02/26)
The 2-phenylbenzoxazoles were obtained in moderate to good yields by reaction of the substituted o-aminophenols with benzaldehydes in the presence of one equivalent of potassium cyanide as an equimolecular catalyst in N,N-dimethylformamide at room temperature.
