21690-79-9Relevant academic research and scientific papers
2,4-diphenyl substituted imidazole compound and application of suspending agent thereof in treating and controlling wheat sheath blight
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Paragraph 0020-0022, (2019/02/04)
The invention discloses a 2,4-diphenyl substituted imidazole compound of the formula I or a pharmaceutically acceptable salt thereof, the formulas are shown in the description. By the antibacterial activity of the compound against wheat sheath blight, the
Imidazole synthesis by transition metal free, base-mediated deaminative coupling of benzylamines and nitriles
Das, Uttam Kumar,Shimon, Linda J. W.,Milstein, David
supporting information, p. 13133 - 13136 (2017/12/26)
A transition metal free, straightforward synthetic method for the preparation of substituted imidazoles is reported herein. Base promoted, deaminative coupling of benzylamines with nitriles results in the one-step synthesis of 2,4,5-trisubstituted imidazoles with liberation of ammonia. This protocol provides a practical strategy for the synthesis of valuable imidazole derivatives from readily available starting materials.
Copper-mediated C(sp3)-H azidation with Me3SiN3: Synthesis of imidazoles from ketones and aldehydes
Xie, Zeqiang,Deng, Jiaojiao,Qiu, Zhiping,Li, Juan,Zhu, Qiang
supporting information, p. 6467 - 6470 (2016/05/24)
The efficient construction of 2,4,5-trisubstituted imidazoles, through a copper-mediated three-component reaction involving ketones, aldehydes, and Me3SiN3, has been developed. During the process, 4 C-N bonds were formed sequentially. Experimental results and DFT calculations suggested that azidation of the alpha methylene group of the ketone was the key C-N bond-forming step.
Metal-free, acid-promoted synthesis of imidazole derivatives via a multicomponent reaction
Chen, Chung-Yu,Hu, Wan-Ping,Yan, Pi-Cheng,Senadi, Gopal Chandru,Wang, Jeh-Jeng
supporting information, p. 6116 - 6119 (2014/01/17)
An expedient and metal-free synthetic route has been developed for the construction of tri- and tetrasubstituted imidazole derivatives via acid promoted multicomponent reaction methodology. The reaction proceeded smoothly with a range of functionalities to produce the imidazole scaffolds in good to excellent yields.
Rh(I)-catalyzed arylation of heterocycles via C-H bond activation: Expanded scope through mechanistic insight
Lewis, Jared C.,Berman, Ashley M.,Bergman, Robert G.,Ellman, Jonathan A.
, p. 2493 - 2500 (2008/09/18)
A practical, functional group tolerant method for the Rh-catalyzed direct arylation of a variety of pharmaceutically important azoles with aryl bromides is described. Many of the successful azole and aryl bromide coupling partners are not compatible with methods for the direct arylation of heterocycles using Pd(O) or Cu(I) catalysts. The readily prepared, low molecular weight ligand, Z-1-tert-butyl-2,3,6,7-tetrahydrophosphepine, which coordinates to Rh in a bidentate P-olefin fashion to provide a highly active yet thermally stable arylation catalyst, is essential to the success of this method. By using the tetrafluoroborate salt of the corresponding phosphonium, the reactions can be assembled outside of a glovebox without purification of reagents or solvent. The reactions are also conducted in THF or dioxane, which greatly simplifies product isolation relative to most other methods for direct arylation of azoles employing high-boiling amide solvents. The reactions are performed with heating in a microwave reactor to obtain excellent product yields in 2 h.
Microwave-promoted rhodium-catalyzed arylation of heterocycles through C-H bond activation
Lewis, Jared C.,Wu, Jessica Y.,Bergman, Robert G.,Ellman, Jonathan A.
, p. 1589 - 1591 (2008/02/01)
Performance-enhancing ligands: Two new bridged bicyclic phosphines 1a,b based on the "phoban" skeleton (see structures of their naphth-2-ylmethyl bromide salts; P yellow, Br brown, C white) are central to a practical catalytic method for the direct arylation of a variety of nitrogen heterocycles using aryl bromides. Broad functional-group tolerance was observed, and the use of microwave radiation allowed for short reaction times. (Chemical Equation Presented)
A NOVEL SYNTHESIS OF 2,4,5-TRIARYLIMIDAZOLES
Hayes, Jerome F.,Mitchell, Michael B.,Wicks, Christopher
, p. 575 - 586 (2007/10/02)
Aryl cyanides were reacted with α, α-dilithioarylnitromethanes to form 2,4,5-triarylimidazoles in good yield.An unusual cyclisation - elimination mechanism is proposed for this reaction.
Preparation and antiinflammatory activity of some nonacidic trisubstituted imidazoles
Lombardino,Wiseman
, p. 1182 - 1188 (2007/10/04)
A number of trisubstituted imidazoles were made and several found to be potent antiinflammatory agents when examined in the carrageenan rat paw edema test. The antiinflammatory activity of these compounds is retained in adrenalectomized rats. Unlike many previously reported antiinflammatory agents, these compounds are extremely weak acids pK[a] ≥ 11) and are therefore not ionized at physiological pH. One compound, 4,5 bis (4 methoxyphenyl) 2 trifluoromethylimidazole (flumizole), is more potent than indometacin in the rat paw edema test and, in contrast to some related compounds, does not cause photosensitization in mice.
