- An efficient biomaterial supported bifunctional organocatalyst (ES-SO 3- C5H5NH+) for the synthesis of β-amino carbonyls
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A biomaterial supported organocatalyst, readily synthesized by the reaction of chemically modified sulfonic group containing expanded corn starch with pyridine exhibited excellent catalytic activity for the synthesis of β-amino carbonyls in excellent yields via aza-Michael addition of amines to electron deficient alkenes. A remarkable enhancement in the reaction rates was observed with the prepared bifunctional organocatalyst in comparison to the either starch grafted sulfonic acid or the corresponding homogeneous pyridinium p-toluenesulfonate.
- Verma, Sanny,Jain, Suman L.,Sain, Bir
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experimental part
p. 2314 - 2318
(2011/05/02)
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- Aza-michael addition of amines to α,β-unsaturated compounds using molecular iodine as catalyst
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Aza-Michael adducts are obtained in very good yields by the conjugate addition of aliphatic amines to α,β-unsaturated compounds using molecular iodine as catalyst in dichloromethane at room temperature. Aromatic amines were found to be reactive under reflux in toluene.
- Borah, Kalyan Jyoti,Phukan, Mridula,Borah, Ruli
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experimental part
p. 2830 - 2836
(2010/11/02)
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- Silicon tetrachloride catalyzed aza-michael addition of amines to conjugated alkenes under solvent-free conditions
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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.
- Azizi, Najmedin,Baghi, Roya,Ghafuri, Hossein,Bolourtchian, Mohammad,Hashemi, Mohammad
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experimental part
p. 379 - 382
(2010/04/03)
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- ZrOCl2·8H2O on montmorillonite K10 accelerated conjugate addition of amines to α,β-unsaturated alkenes under solvent-free conditions
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At room temperature, ZrOCl2·8H2O on montmorillonite K10 efficiently catalyzes conjugate addition of amines to a variety of conjugated alkenes such as α,β-unsaturated carbonyl compounds, carboxylic esters, nitriles and amides under solvent-free conditions. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency.
- Hashemi, Mohammed M.,Eftekhari-Sis, Bagher,Abdollahifar, Amir,Khalili, Behzad
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p. 672 - 677
(2007/10/03)
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- LiClO4 accelerated Michael addition of amines to α,β-unsaturated olefins under solvent-free conditions
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Several primary and secondary amines were added to α,β- unsaturated esters, nitriles, amides, and ketones to give the corresponding saturated amines mediated by solid lithium perchlorate under solvent-free and environmentally friendly conditions at room temperature.
- Azizi, Najmedin,Saidi, Mohammad R.
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p. 383 - 387
(2007/10/03)
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- Synthesis of C1-symmetric tripod ligands containing a P,P,N donor set -η2-coordination in d8-metal complexes
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Tripod ligands RC(CH2X)(CH2Y)(CH2Z) (X, Y, Z = NR2, PR2) are accessible from α,β-unsaturated esters R(=CH2)COOR′. The key steps in this synthetic approach are Michael additions of amines and phosphanes to produce RCH(COOR′)(CH2X) (X = NR2, PR2) (2 and 3), followed by hydroxymethylation with paraformaldehyde to result in RC(COOR′)(CH2OH)(CH2X) (X = NR2) (4). Standard transformations of this C1-symmetric precursor allow for the synthesis of tripod ligands such as PhC(CH2pz)(CH2PPh2)(CH2PMes) (11). Coordination of these ligands with d8-metal ions [nickel(II), palladium(II), rhodium(I)] results in square-planar complexes with the chelate cycles in half-chair, twist-boat or boat conformations, depending on the specific substitution pattern. Coordination through two phosphane donors with the nitrogen donor acting as a dangling arm is generally preferred throughout. Detail preparative procedures and complete characterisation by analytical methods, including X-ray analysis of the coordination compounds, are given. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
- Faissner, Ralf,Huttner, Gottfried,Kaifer, Elisabeth,Rutsch, Peter
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p. 1681 - 1693
(2007/10/03)
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- Method of manufacturing N-monosubstituted (meth)acrylamides
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A process for producing N-monosubstituted acrylamides in high yields without forming by-products. The process comprises preparing a β-dialkylamino-(methyl)propionic ester by the reaction of a (meth)-acrylic ester with a specified dialkylamine, converting the formed ester into an N-monosubstituted β-dialkylamino(methyl)propionamide by the reaction thereof with a primary amine in the presence of sodium methoxide, and thermally decomposing the amide under a reduced pressure.
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