899056-07-6Relevant academic research and scientific papers
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.
A 2 - substituted benzoxazole compound of preparation method (by machine translation)
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Paragraph 0045; 0046, (2018/01/05)
The invention discloses a method for preparing a 2-substituted benzoxazole compound, and belongs to the technical field of synthesis of benzoxazole compounds. According to the technical scheme, the method is characterized by comprising the steps that an aldehyde compound R1CHO and an ortho-aminophenol compound (please see the specification for the formula) are dissolved in solvent xylene or methylbenzene, and pre-reacting is conducted for one hour when the solvent is heated to be at the temperature of 120 DEG C; then the temperature is lowered to be an indoor temperature, catalyst copper acetylacetonate is added, and negative pressure suction is carried out in the oxygen atmosphere for reacting till TLC monitors that the reacting is complete; filtering is performed, and water and ethyl acetate are added in filter liquor to be extracted; an organic phase is dried through anhydrous sodium sulfate, column chromatography purification is carried out after the solvent is removed by steaming, and accordingly the 2-substituted benzoxazole compound (please see the specification for the formula) is obtained. According to the method, the aldehyde compound and the ortho-aminophenol compound are used as reacting raw materials, the copper acetylacetonate is used as a catalyst, oxygen is used as an oxidizing agent, no extra additives are needed, and a series of 2-substituted benzoxazole compounds are synthesized; operation is simple and practicable, the raw materials are cheap and easy to get, reaction efficiency is high and repeatability is good.
An efficient synthesis of 2-substituted benzoxazoles via RuCl 3·3H2O catalyzed tandem reactions in ionic liquid
Fan, Xuesen,He, Yan,Wang, Yangyang,Zhang, Xinying,Wang, Jianji
experimental part, p. 773 - 777 (2011/11/12)
An efficient synthesis of 2-substituted benzoxazoles through RuCl 3·3H2O catalyzed, air oxidized tandem reactions of 2-aminophenols and aldehydes in [bmim]BF4 was developed. This synthetic strategy has such advantages as mild reaction conditions, cost-free oxidant, readily available starting materials, and recyclable catalyst and solvent. As an application, it was successfully used in the synthesis of the unreported 5-(benzoxazol-2-yl)-2′-deoxyuridines with potential biological activities. A novel and efficient synthesis of 2-substituted benzoxazoles through RuCl3 catalyzed, air oxidized tandem reactions of 2-aminophenols and aldehydes in [bmim]BF4 was developed.
A one-pot, two-step microwave-assisted synthesis of highly functionalized benzoxazoles using solid-supported reagents (SSRs)
Radi, Marco,Saletti, Sara,Botta, Maurizio
, p. 4464 - 4466 (2008/09/21)
A one-pot, two-step protocol for the microwave-assisted solid-phase synthesis of substituted benzoxazoles has been developed starting from different polymer-bound esters we previously designed as solid-supported reagents (SSRs) for the acylation of amines, alcohols and phenols. The combination of a parallel synthesizer and a microwave reactor allowed to quickly prepare a collection of substituted benzoxaxoles in high purity and satisfactory yields. This protocol is amenable for automation and could be used for the preparation of combinatorial libraries in drug discovery programs.
