- The stereoselective thermal rearrangement of chiral lophine peroxides
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The thermal reaction of chiral 2-phenyl-4-(p-X-phenyl)-5-(p-Y-phenyl)-4-tert-butyldimethylsilylperoxy-4H-isoimidazoles (5b: X = CF3, Y = OMe; 5c: X = CF3, Y = F) was carried out in DMSO. The chiral 2-phenyl-5-(p-X-phenyl)-5-(p-Y-phen
- Kimura, Masaru,Lu, Gonghao,Iga, Hiroshi,Tsunenaga, Mitsuru,Zhang, Zhiqiang,Hu, Zhizhi
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Read Online
- Synthetic method of imidazolinone derivative
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The invention discloses a synthesis method of an imidazolinone derivative. According to the method, amidine compounds and polyhydric alcohol compounds are taken as raw materials, high-value conversion of polyhydric alcohol is catalyzed by a cobalt catalyst to form a series of imidazolinone derivatives, a novel and green synthesis path meeting the sustainable chemical principle is developed, high-value conversion of renewable resources is achieved, and the method is suitable for industrial production. Therefore, the synthesis requirements on the imidazolinone derivative are met. The synthesis method has the advantages of wide substrate applicability, good functional group compatibility and use of a reusable cheap metal catalyst and air as an oxidant, has potential to prepare the imidazolinone derivative in one step on a large scale, and also provides an important way for converting biomass resources into high-value functional molecules.
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Paragraph 0114-0121
(2021/07/10)
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- OMS-2 nanorod-supported cobalt catalyst for aerobic dehydrocyclization of vicinal diols and amidines: Access to functionalized imidazolones
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The development of reusable base metal catalysts for innovative catalytic transformations is a key technology toward sustainable production of fine chemicals, pharmaceuticals, and other function products. Herein, we report the preparation of a new highly dipersed manganese oxides of octahedral molecular sieve (OMS-2) nanorod-supported cobalt catalyst, which is successfully applied for aerobic dehydrocyclization of vicinal diols and amidines to access structurally diverse imidazolones, a class of valuable compounds found in numerous natural and biomedical products. The developed catalytic transformation proceeds with broad substrate scope, good functional group compability, the use of green molecular oxygen and reusable cobalt catalyst, which offers an important platform for the conversion of abundant and sustainable alcohol resources into functional N-heterocycles. The strategy combining nanocatalyst design with aerobic dehydrocoupling is anticipated to achieve other challenging catalytic transformations.
- Xie, Feng,Chen, Xiuwen,Zhang, Xiangyu,Luo, Chujun,Lin, Shizhuo,Chen, Xiaoyong,Li, Bin,Li, Yibiao,Zhang, Min
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p. 192 - 197
(2021/05/17)
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- 4. 4 - Disubstituted - 4, 5 - dihydro - 1H - imidazole -5 - ketone, derivative and its synthesis method
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The invention relates to a 4, 4-disubstituted-4, 5-dihydro-1H-imidazole-5-one and derivatives thereof as well as a synthesis method thereof. The synthesis method adopts the technical scheme that amidine compounds and ketones are converted into imidazolone and derivatives thereof in the absence of catalysts just under the action of alkali by using air or oxygen as an oxidant and pyridine, quinoline, triethylamine, NMP, DMA, DMSO, 1, 4-dioxane, toluene and the like as an organic solvent. The synthesis method overcomes the difficulties of the existing method for synthesizing imidazolone compounds of complicated synthesis steps, multi-step synthesis processes as well as the use of metal catalysts, metal oxidants or peroxides of chemical equivalent; and 4, 4-disubstituted-4, 5-dihydro-1H-imidazole-5-one and the derivatives thereof are suitably used as multifunctional materials, and are important raw materials especially for producing the medicine Avapro for treating high blood pressure.
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Paragraph 0086; 0106; 0108; 0137; 0142
(2018/10/19)
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- Efficient 4,5-dihydro-1H-imidazol-5-one formation from amidines and ketones under transition-metal free conditions?
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An efficient procedure for 4,5-dihydro-1H-imidazol-5-one preparation from aryl amidines and ketones under transition-metal free conditions is described. When cyclic ketones were employed, various spiro-fused 4,5-dihydro-1H-imidazol-5-ones were formed in h
- Xie, Yanjun,Cheng, Xiufang,Liu, Saiwen,Chen, Hui,Zhou, Wang,Yang, Luo,Deng, Guo-Jun
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supporting information
p. 209 - 213
(2018/04/16)
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- Preparation of 2,4,5-triarylimidazol-4-ols and their stereoselective rearrangement by 1,5-phenyl migration
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(Chemical Equation Presented) Lophine hydroperoxides underwent base-triggered 1,5-phenyl migration in DMSO to afford imidazolones in high yields, instead of amidines with chemiluminescence (CL). The corresponding imidazolols were believed to intermediates
- Lu, Gonghao,Katoh, Akira,Zhang, Zhiqiang,Hu, Zhizhi,Lei, Peng,Kimura, Masaru
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experimental part
p. 932 - 938
(2010/09/03)
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- Imidazolone anorectic agents: II. phenyl derivatives
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A series of non-peptidergic antagonists of NPY have been synthesized and are comprised of phenyl derivatives of imidazolone compounds of Formula I. As antagonists of NPY-induced feeding behavior, these compounds and known analogs are expected to act as effective anorexiant agents in promoting weight loss and treating eating disorders.
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- Structures and Chromotropic Properties of Imidazole Derivatives Produced from 3,6-Bis(4,5-diphenyl-2H-imidazol-2-ylidene)cyclohexa-1,4-diene
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Addition of acetic acid to 3,6-bis(4,5-diphenyl-2H-imidazol-2-ylidene)cyclohexa-1,4-diene (1) afforded 2--4,5-diphenyl-1H-imidazole (2).Lead dioxide oxidation of (2) in acetic acid yielded 1,4-bis(4-aceto
- Sakaino, Yoshiko
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p. 1063 - 1066
(2007/10/02)
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