188484-23-3Relevant academic research and scientific papers
Ytterbium-Catalyzed Intramolecular [3 + 2] Cycloaddition based on Furan Dearomatization to Construct Fused Triazoles
Xu, Xiaoming,Zhong, Ying,Xing, Qingzhao,Gao, Ziwei,Gou, Jing,Yu, Binxun
, p. 5176 - 5181 (2020)
The 1,2,3-triazole-containing polycyclic architecture widely exists in a broad spectrum of synthetic bioactive molecules, and the development of expeditious methods to synthesize these skeletons remains a challenging task. In this work, the catalytic cyclization of biomass-derived 2-furylcarbinols with an azide to form fused triazoles is described. This approach takes advantage of a single catalyst Yb(OTf)3 and operates via a furfuryl-cation-induced intramolecular [3 + 2] cycloaddition/furan ring-opening cascade.
Construction of 1,2,5-tricarbonyl compounds using methyl cyanoacetate as a glyoxylate anion synthon combined with copper(I) iodide-catalyzed aerobic oxidation
Kim, Se Hee,Kim, Ko Hoon,Kim, Jae Nyoung
supporting information; experimental part, p. 3335 - 3339 (2012/01/19)
A practical and efficient synthesis of various 1,2,5-tricarbonyl compounds is described. The synthesis has been carried out by a conjugate addition of methyl cyanoacetate to the β-position of α,β-unsaturated carbonyl compounds and a subsequent copper(I) iodide-catalyzed aerobic oxidation. In addition, various α-aryl- and α-alkyl-α-keto esters have been synthesized using a similar approach. Copyright
Efficient microwave activation of hydrotalcite clays in Michael addition under solvent-free conditions
Vijaikumar, Sakthivel,Pitchumani, Kasi
experimental part, p. 469 - 474 (2010/11/04)
Microwave irradiation has been successfully utilized for the first time for the activation of unmodified hydrotalcites (HTs, a basic anionic clay), in the Michael addition reaction between enones and active methylenic compounds under solventless condition
Acid-base bifunctional catalysis of silica-alumina-supported organic amines for carbon-carbon bond-forming reactions
Motokura, Ken,Tomita, Mitsuru,Tada, Mizuki,Iwasawa, Yasuhiro
experimental part, p. 4017 - 4027 (2009/05/07)
Acid-base bifunctional heterogeneous catalysts were prepared by the reaction of an acidic silica-alumina (SA) surface with silane-coupling reagents possessing amino functional groups. The obtained SA-supported amines (SA-NR 2) were characterized by solid-state 13C and 29Si NMR spectroscopy, FT-IR spectroscopy, and elemental analysis. The solid-state NMR spectra revealed that the amines were immobilized by acid-base interactions at the SA surface. The interactions between the surface acidic sites and the immobilized basic amines were weaker than the interactions between the SA and free amines. The catalytic performances of the SA-NR 2 catalysts for various carbon-carbon bond-forming reactions, such as cyano-ethoxycarbonylation, the Michael reaction, and the nitro-aldol reaction, were investigated and compared with those of homogeneous and other heterogeneous catalysts. The SA-NR2 catalysts showed much higher catalytic activities for the carbon-carbon bond-forming reactions than heterogeneous amine catalysts using other supports, such as SiO2 and Al 2O3. On the other hand, homogeneous amines hardly promoted these reactions under similar reaction conditions, and the catalytic behavior of SA-NR2 was also different from that of MgO, which was employed as a typical heterogeneous base. An acid-base dual-activation mechanism for the carbon-carbon bond-forming reactions is proposed.
Heterogeneous organic base-catalyzed reactions enhanced by acid supports
Motokura, Ken,Tada, Mizuki,Iwasawa, Yasuhiro
, p. 9540 - 9541 (2008/02/11)
Amorphous silica-alumina-supported amines (SA-NR2) were found to be excellent heterogeneous catalysts for a variety of carbon-carbon bond-forming reactions, such as cyano-O-ethoxycarbonylation, Michael reaction, and nitro-aldol reaction. These reactions were hard to proceed either with amines alone or on the SA alone. Solid-state 13C MAS NMR analysis revealed the acid-base interaction of the H+ site and amine group on the SA-NR2 surface, which makes an acid-base dual activation mechanism possible for carbon-carbon bond-forming reactions. Copyright
Synthesis of the 11-membered ring of the marine alkaloids, madangamines
Yoshimura, Yuta,Inoue, Junji,Yamazaki, Naoki,Aoyagi, Sakae,Kibayashi, Chihiro
, p. 3489 - 3492 (2007/10/03)
The first successful attempt at synthesizing the 11-membered ring of madangamine alkaloids is described. The synthesis involves intramolecular N,O-acetalization of a cyclohexanone derivative, cross-coupling reaction with (Z)-vinylstannane, and intramolecu
Use of a solid hydrotalcite structure incorporating fluorides for basic catalysis of michael or knoevenagel reactions
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Page/Page column 5-6, (2008/06/13)
The invention concerns the use of a solid basic catalyst comprising a hydrotalcite structure wherein part at least of the compensating anions are fluoride anions F? for producing Knoevenagel of Michael condensation reactions. The invention also concerns novel solid basic catalysts comprising a hydrotalcite structure characterised by a Mg/Al molar ratio ranging between 2.5 and 3.8 wherein at least part of the compensating anions are fluoride anions F?, and methods for preparing said novel catalysts.
Lithium bis[(1R,5R)-3-aza-3-benzyl-1,5-diphenylpentan-1,5-diolato]- aluminium - A new heterobimetallic catalyst for Michael addition reactions
Manickam,Sundararajan
, p. 2721 - 2736 (2007/10/03)
The C2-symmetric amino diol, (1R,5R)-3-aza-3-benzyl-1,5-diphenyl pentan-1, 5-diol, 1 [(R,R)-1] reacts with LiAlH4 to give the heterobimetallic complex 2 of the composition [(12-Al)Li]. Complex 2 was characterised by 1
Supported phenolates as efficient catalysts of the Michael reaction
Macquarrie, Duncan J.
, p. 4125 - 4128 (2007/10/03)
Simple, heterogeneous base catalysts based on supported phenolates can be easily prepared and are very active and selective in the Michael reaction.
