63359-58-0Relevant academic research and scientific papers
Acid-promoted cleavage of the C–C double bond of N-(2-Hydroxylphenyl)enaminones for the synthesis of benzoxazoles
Ge, Bailu,Peng, Yanling,Liu, Jing,Wen, Si,Peng, Cheng,Cheng, Guolin
, (2019/12/09)
An acid-mediated selective cleavage of C–C double bond of N-(2-hydroxylphenyl)enaminones with formation a new C–O bond for the synthesis of 2-substituted benzoxazoles has been developed. This protocol proceeds under transition metal- and oxidant-free conditions with broad functional group tolerance. The oxidative cleavage of C–C double bond of N-(2-hydroxylphenyl)enaminone is also realized using NCS or NFSI as oxidants with release of 2,2-dihalogen-acetophenone fragments.
A 2 - substituted benzoxazole derivative of the preparation method
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Paragraph 0074-0077, (2019/07/04)
The invention discloses a 2 - substituted benzoxazole derivative of the preparation method, its reaction as follows: . The present invention can be 2 - substituted pyrrole derivatives, acetophenone derivatives can be obtained and at the same time 2, 2 - dihalo acetophenone derivatives; and through the C (sp2 ) - C (sp2 ) At the same time selectively fracture of the aromatization. The method of the invention the resulting raw materials are easy, high yield, mild reaction conditions, the reaction time is short, wide substrate range, reaction specificity is strong, easy post treatment and green environmental protection.
Transition-Metal-Free Alkylation/Arylation of Benzoxazole via Tf2O-Activated-Amide
Niu, Zhi-Jie,Li, Lian-Hua,Liu, Xue-Yuan,Liang, Yong-Min
supporting information, p. 5217 - 5222 (2019/11/13)
A transition-metal-free approach to the alkylation/arylation of benzoxazole was developed by employing Tf2O-activated-amide as the alkylating/arylating reagent. The mild reaction conditions, and particularly insensitivity to air and water, further enhance the synthetic potential in pharmaceutical synthesis. (Figure presented.).
Copper-catalyzed synthesis of benzoxazoles: Via tandem cyclization of 2-halophenols with amidines
Tiwari, Abhishek R.,Bhanage, Bhalchandra M.
, p. 7920 - 7926 (2016/08/30)
This work reports a simple, efficient and alternative synthetic route for the preparation of benzoxazoles via tandem cyclization of 2-halophenols with amidines. The developed methodology is free from ligands and uses inexpensive and easily available CuCl as a catalyst. This protocol avoids the use of any oxidant or inorganic acids. Various benzoxazole derivatives were synthesized in good to excellent yields. To the best of our knowledge, this is the first time that the synthesis of benzoxazoles from 2-halophenols with both aromatic and aliphatic amidines is reported. Owing to the simplicity of this protocol, the preparation of benzoxazoles could be achieved at a gram scale level.
Synthesis of 2-substituted pyrimidines and benzoxazoles via a visible-light-driven organocatalytic aerobic oxidation: Enhancement of the reaction rate and selectivity by a base
Wang, Lin,Ma, Zhi-Gang,Wei, Xiao-Jing,Meng, Qing-Yuan,Yang, Deng-Tao,Du, Shao-Fu,Chen, Zi-Fei,Wu, Li-Zhu,Liu, Qiang
supporting information, p. 3752 - 3757 (2014/08/05)
An efficient visible-light-driven photocatalytic oxidation of various 2-substituted dihydropyrimidines and phenolic imines has been achieved using an organic photocatalyst eosin Y bis(tetrabutyl ammonium salt) (TBA-eosin Y) and inexpensive oxidant molecular oxygen. With the aid of a base, significantly enhanced photoinduced electron transfer from substrates dihydropyrimidines or phenolic imines to the excited state of TBA-eosin Y has enabled the aerobic oxidation to yield 2-(methylthio)pyrimidines or 2-arylbenzoxazoles selectively. This journal is the Partner Organisations 2014.
Selective syntheses of benzoxazoles and N-(2-hydroxyaryl)pyrrolidin-2-ones from the corresponding cyclopropyl amides with PPh3/CX4
Yang, Yong-Hua,Shi, Min
, p. 2420 - 2427 (2007/10/03)
Benzoxazoles 2 can be smoothly synthesized by treatment of starting materials of N-(2-hydroxyaryl) cyclopropyl amides 1 with PPh3/ CCl4 in acetonitrile in good yields. When PPh3/CBr 4/MS 4 ? was used in the reac
Microbial hydroxylation of 2-cycloalkylbenzoxazoles. Part II. Determination of product structures and enhancement of enantiomeric excess
De Raadt,Griengl,Petsch,Plachota,Schoo,Weber,Braunegg,Kopper,Kreiner,Zeiser
, p. 473 - 490 (2007/10/03)
The determinations of product structures obtained in the microbial hydroxylations of various 2-cycloalkyl-1,3-benzoxazoles using Cunninghamella blakesleeana DSM 1906 and Bacillus megaterium DSM 32 are described. The initially low e.e of 3-(benz-1,3-oxazol
