27895-67-6Relevant academic research and scientific papers
Boron-containing capsaicinoids
Correa, Hebelin,Kerr, Russell G.,Landry, Maxim F.,Lanteigne, Martin,McQuillan, Katherine,Melanson, Jennifer A.,Westcott, Stephen A.
, p. 24282 - 24291 (2021)
This study reports on the preparation of eight new boron-containing capsaicinoids bearing long aliphatic chains, as an expansion of our previous studies to include tertiary amide derivatives into our substrate scope. Our boron-moiety, a pinacolboronate es
Aza-peterson olefinations: Rapid synthesis of (E)-alkenes
Britten, Thomas K.,Basson, Ashley J.,Roberts, Dean D.,McLaughlin, Mark G.
, p. 3535 - 3544 (2021/06/03)
An aza-Peterson olefination methodology to access 1,3-dienes and stilbene derivatives from the corresponding allyl- or benzyltrimethylsilane is described. Silanes can be deprotonated using Schlosser's base and added to N -phenyl imines or ketones to directly give the desired products in high yields.
Method for synthesizing imine by catalyzing alcohol-amine through NNN cobalt complex
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Paragraph 0070-0073, (2020/07/02)
The invention discloses a method for synthesizing imine by catalyzing alcohol-amine through an NNN cobalt complex. The method comprises the following steps: in a nitrogen atmosphere and at the temperature of 75-85 DEG C, taking an organic solvent as a solvent, taking an NNN cobalt complex (LCoCl2) as a catalyst under an alkaline condition, and reacting arylamine with aryl methanol for 40-55 hoursto obtain imine. The preparation method has the characteristics of high yield, few by-products, environmental friendliness and the like and has a wide application prospect.
Substituent effects on the stretching vibration of C═N in multi-substituted benzylideneanilines
Wang, Linyan,Cao, Chaotun,Cao, Chenzhong
supporting information, (2019/05/29)
Forty-nine samples of 3,4′/4,3′/3,3′-disubstituted benzylideneanilines (XBAYs) and 52 samples of multi-substituted XBAYs were synthesized, and their infrared absorption spectra were recorded in this paper. On the basis of the stretching vibration frequencies νC═N of C═N bridging bond of 158 samples of substituted XBAYs (including 57 samples of 4,4′-disubstituted XBAYs from reference and 101 samples of substituted XBAYs synthesized in this paper), an extensional research of substituent effects on the νC═N values from 4,4′-disubstituted XBAYs to multi-substituted XBAYs was made. A modified equation for quantifying the νC═N values of multi-substituted XBAYs was obtained (shown as Equation (3)). Equation (3) indicates that the excited-state substituent constant of Y and the substituent specific cross-interaction effect between X and X cannot be ignored for the quantitative regression analysis of the νC═N values of multi-substituted XBAYs. Compared with Equation (1), Equation (3) has a wider application and more accuracy in quantifying the νC═N values of substituted XBAYs.
Ruthenium(II)-(p-cymene)-N-Heterocyclic Carbene Complexes for the N-Alkylation of Amine Using the Green Hydrogen Borrowing Methodology
Kalo?lu, Murat,Gürbüz, Nevin,Sémeril, David,?zdemir, ?smail
, p. 1236 - 1243 (2018/03/22)
Six ruthenium(II) complexes with the general molecular formula [RuCl2(NHC)(η6-p-cymene)] (NHC = N-heterocyclic carbene) were synthesized by the transmetalation method from [RuCl2(η6-p-cymene)]2 and silver(I)-NHC complexes. All complexes were fully characterized by analytical and spectral methods (FT-IR, elemental analysis and 1H and 13C NMR). The solid-state structure of one of the ruthenium complexes [dichloro-{1-[2-(2-ethoxyphenoxy)ethyl]-3-(3,5-dimethylbenzyl)benzimidazol-2-ylidene}(p-cymene) ruthenium(II)] has been established by single-crystal X-ray diffraction study, which revealed that the ruthenium atom adopt a classical piano-stool coordination geometry. Under the optimised conditions, these ruthenium complexes were found to be efficient catalysts for N-alkylation of aniline with arylmethyl alcohols using the hydrogen borrowing strategy, which is a cost-effective and environmentally attractive reaction for the preparation of N-alkylated amines.
Copper(I)-Catalyzed regioselective amination of N -aryl imines using TMSN3 and TBHP: A route to substituted benzimidazoles
Mahesh, Devulapally,Sadhu, Pradeep,Punniyamurthy, Tharmalingam
, p. 1644 - 1650 (2015/02/19)
A novel and efficient copper-catalyzed amination of N-aryl imines is described. This one-pot, multicomponent reaction, in which imine acts as a directing group by chelating to the metal center, affords a potential route for the transformation of the commercial aryl amines, aldehydes, and azides into valuable benzimidazole structural units with wide substrate scope and diversity. The synthetic and mechanistic aspects are presented.
KOH-mediated transition metal-free synthesis of imines from alcohols and amines
Xu, Jian,Zhuang, Rongqiang,Bao, Lingling,Tang, Guo,Zhao, Yufen
, p. 2384 - 2387 (2013/02/21)
The various imines were prepared from alcohols and amines in moderate to good yields under an air atmosphere promoted by KOH, eliminating the need for toxic transition metal catalysts. Due to its simplicity, this protocol will have wide application in synthesis.
Aerobic oxidation of amines catalyzed by polymer-incarcerated au nanoclusters: Effect of cluster size and cooperative functional groups in the polymer
Miyamura, Hiroyuki,Morita, Masataka,Inasaki, Takeshi,Kobayashi, Shu
experimental part, p. 588 - 599 (2011/08/09)
Aerobic oxidation reaction of amines to imines catalyzed by polymer-incarcerated Au nanoclusters (PI-Au) was developed. The effect of cluster size for this oxidation reaction was carefully examined using the same polymer support. We have succeeded in preparation of various PI-Au catalysts containing different size clusters by modification of standard preparation methods. The size of clusters and their distribution were analyzed by electron microscopy. Interestingly, catalysts containing relatively larger clusters (>5 nm) showed higher activity in aerobic oxidation of amines than catalysts containing smaller clusters (13 nm) that showed much better activity for aerobic oxidation of alcohols. In addition, novel Au nanocluster catalysts immobilized on newly prepared polymer with tertiary amine groups were developed and they showed excellent activity for aerobic oxidation of amines to imines. The relation between cluster size and catalytic activity and role of tertiary amine in polymer were discussed. These catalysts could be applied to aerobic oxidative deprotection of p-methoxybenzyl groups.
Synthesis and medicinal properties of 4-benzylidene-1-phenyl-2-(substituted styryl)imidazolin-5-ones
Madhavi,Prasad,Bharathi
experimental part, p. 5588 - 5594 (2012/08/07)
A series of 4-benzylidene-1-phenyl-2-(substituted styryl)imidazolin-5-ones have been synthesized by the interaction of 4-benzylidene-2-methyloxazol-5-one with different Schiff bases, prepared by simple condensation of aniline and various substituted benzaldehydes. The title compounds were evaluated for antiinflammatory activity in carrageenan foot paw edema model and in vitro antioxidant activity. Among the 14 compounds synthesized, dimethyl amino derivative and sterically hindered phenolic derivatives were found to possess good antiinflammatory activity which also exhibited antioxidant properties.
Cycloaddition of acyclic nitrones with phenyl isocyanate: Synthesis and ring-opening reactions of 1,2,4-oxadiazolidin-5-ones
Coskun, Necdet,Parlar, Aydin
, p. 997 - 1004 (2007/10/03)
The cycloaddition of nitrones with unsubstituted or electron-donating substituents on the C-phenyl 1a,c,f with phenyl isocyanate proceeds smoothly for a short time with high yields to give the corresponding 1,2,4-oxadiazolidinone 2, and 1b,d,e with electron-withdrawing substituents gave the corresponding oxadiazolidinone in moderate yields after prolonged heating. Oxadiazolidinones 2a,c,f undergo diethylamine-induced fragmentation for a short time to give the corresponding Schiff bases, and oxadiazolidinones 2b,d,e remain unchanged in these conditions. Prolonged heating of 2d,e in the presence of diethylamine led to complex mixtures. In the case of 2b the corresponding amidine was the main product of the reaction. Copyright Taylor & Francis Group, LLC.
