21911-85-3Relevant academic research and scientific papers
HOTf-catalyzed intermolecular hydroamination reactions of alkenes and alkynes with anilines
Xu, Xuefeng,Zhang, Xu,Wang, Zhiqiang,Kong, Manman
, p. 40950 - 40952 (2015/05/20)
Herein, the intermolecular hydroamination of alkenes and alkynes with anilines catalyzed by HOTf under mild conditions has been developed. This reaction provides one of the simplest alkene and alkyne addition methods and is an alternative to metal-catalyzed reactions. At the same time, the intramolecular hydroamination of alkynes with anilines proceeds smoothly to obtain quinolines. We found that this strategy is efficient in building complex structures from simple starting materials in an environmentally benign fashion.
Boric acid/glycerol as an efficient catalyst for synthesis of thiomorpholine 1,1-dioxide by double michael addition reaction in water
Halimehjnai, Azim Ziyaei,Hosseyni, Seyedmorteza,Gholami, Hadi,Hashemi, Mohammed M.
, p. 191 - 197,7 (2020/09/02)
Thiomorpholine 1,1-dioxides were prepared with double Michael addition reaction of aromatic amines to divinyl sulfone catalyzed by boric acid/glycerol in water. This catalyst system was also used for the Michael addition reaction of aromatic amines to electron-deficient alkenes. The reaction is simple and green and gives good to excellent yields.
Highly efficient nanocrystalline zirconosilicate catalysts for the aminolysis, alcoholysis, and hydroamination reactions
Kore, Rajkumar,Srivastava, Rajendra,Satpati, Biswarup
, p. 2891 - 2904 (2014/01/06)
Nanocrystalline zirconosilicates and titanosilicates with MFI framework structure were hydrothermally synthesized by the addition of organosilanes in the synthesis composition of conventional zirconosilicate and titanosilicate materials. Materials were characterized by a complementary combination of X-ray diffraction, nitrogen sorption, scanning/transmission electron microscopy (S/TEM), ammonia temperature-programmed desorption (TPD), Fourier transform infrared (FT-IR) spectroscopy, and ultraviolet-visible (UV-vis) spectroscopic investigations. Nanocrystalline zeolite catalysts of the present study are reusable. They exhibit significantly higher catalytic activities in aminolysis and alcoholysis compared with the hitherto known catalysts. A range of β-amino alcohols/β-alkoxy alcohols with high regioselectivity were synthesized using zirconosilicates. Application of these materials was also extended in the synthesis of aminoesters by the hydroamination reaction of methyl acrylates and amines. Structure activity relationship was explained based on acidity measurements, reactivity of amines/alcohols, and adsorption of reactants on catalysts.
Ecofriendly and efficient procedure for hetero-Michael addition reactions with an acidic ionic liquid as catalyst and reaction medium
Dabiri, Minoo,Salehi, Peyman,Bahramnejad, Mahboobeh,Baghbanzadeh, Mostafa
experimental part, p. 109 - 112 (2012/06/30)
1-Methylimidazolium trifluoroacetate ([Hmim]-TFA) is reported as a cost-effective catalyst for a simple and environmentally benign hetero-Michael reaction. [Hmim]TFA works both as reaction medium and catalyst. The reaction is applicable to various aromatic sulfur and nitrogen nucleophiles. This method has advantages such as high yields, short reaction time, and simple workup. The catalyst could be recycled several times without any loss of activity.
Lithium tetrafluoroborate catalyzed highly efficient inter- and intramolecular aza-Michael addition with aromatic amines
Lad,Kulkarni,Desai,Wadgaonkar
experimental part, p. 1059 - 1064 (2012/03/11)
Lithium tetrafluoroborate has been demonstrated for the first time to be an efficient catalyst in intermolecular aza-Michael addition aromatic amines to electron deficient alkenes. Suitability of the same catalyst in intramolecular aza-Michael addition leading 2-aryl-2,3-dihydroquinolin-4(1H) ones has also been described.
Transition metal mediated construction of pyrrole ring on 2,3-dihydroquinolin-4(1H)-one: Synthesis and pharmacological evaluation of novel tricyclic heteroarenes
Layek, Mohosin,Reddy M., Appi,Dhanunjaya Rao,Alvala, Mallika,Arunasree,Islam, Aminul,Mukkanti,Iqbal, Javed,Pal, Manojit
supporting information; experimental part, p. 1004 - 1007 (2011/03/23)
A facile two-step method for the construction of fused pyrrole ring leading to 5-substituted 2,3-dihydro-1H-pyrrolo[3,2,1-ij]quinolin-1-ones via C-C followed by intramolecular C-N bond forming reaction is described. In vitro pharmacological evaluation and
Functionalized ionic liquid promoted aza-michael addition of aromatic amines
Liu, Xiao-Bing,Lu, Ming,Lu, Ting-Ting,Gu, Guo-Liang
experimental part, p. 1221 - 1226 (2011/10/02)
A functionalized ionic liquid, 3-(N,N-dimethyldodecylammonium) propanesulfonic acid hydrogen sulphate ([DDPA][HSO4]) has been used as catalyst for the aza-Michael reactions of aromatic amines with α,β-unsaturated compounds at room temperature to produce β-amino compounds in good yields. The catalyst can be reused for several times without obvious loss of the catalytic activity.
"On-water" conjugate additions of anilines
Phippen, Christopher B. W.,Beattie, James K.,McErlean, Christopher S. P.
supporting information; experimental part, p. 8234 - 8236 (2010/12/20)
The conjugate addition of anilines onto unsaturated ketones, esters and N-acylpyrroles was investigated. Based on a recently proposed explanation for the phenomenon of on-water catalysis, operationally simple and mild reaction conditions for effecting these addition reactions have been developed. The success of these additions provides further support for the acid-catalysed nature of on-water chemistry.
Silicon tetrachloride catalyzed aza-michael addition of amines to conjugated alkenes under solvent-free conditions
Azizi, Najmedin,Baghi, Roya,Ghafuri, Hossein,Bolourtchian, Mohammad,Hashemi, Mohammad
experimental part, p. 379 - 382 (2010/04/03)
The efficient and very simple conjugate addition of aromatic and aliphatic amines to α,β-unsaturated carbonyl compounds under solvent-free conditions in the presence of catalytic amount of silicon tetrachloride is reported. The reaction of aryl and alkyl amines with different Michael acceptors gave the corresponding Michael adducts with simple catalyst and good to excellent yields. Georg Thieme Verlag Stuttgart New York.
