Synthesis of N-[(1,1-dimethyl-2-acetyl)ethyl]-β-dihydroxyethylamine and study of the kinetics of the Michael addition reaction of diacetone acrylamide with diethanolamine

2009 ◽  
Vol 35 (2) ◽  
pp. 209-217 ◽  
Author(s):  
Yitao Yu ◽  
Qingsi Zhang ◽  
Peng Li ◽  
Leili Liu ◽  
Meng Zhang ◽  
...  
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Michael Addition Reaction ◽  
Diacetone Acrylamide ◽  
Kinetics Of ◽  
The Michael Addition

Efficient Synthesis of 3-Amino-1,5-benzodiazepine-2-one Derivatives

Synlett ◽  
2017 ◽  
Vol 28 (10) ◽  
pp. 1183-1186 ◽  
Author(s):  
Nobuhiro Obara ◽  
Takeshi Watanabe ◽  
Tomohiro Asakawa ◽  
Toshiyuki Kan ◽  
Takao Tanaka
Keyword(s):  
Michael Addition ◽  
Convenient Method ◽  
Addition Reaction ◽  
Efficient Synthesis ◽  
Michael Addition Reaction ◽  
One Pot ◽  
Simple Method ◽  
The Michael Addition

A convenient method for synthesizing 3-amino-1,5-benzodiazepine-2-one via the Michael addition reaction of o-phenylenediamine with dehydroalanine ester derivatives, followed by cyclization, was developed. This simple method was used to obtain a variety of N-substituted 3-amino-1,5-benzodiazepine-2-ones in one pot with good yields.

Use of (R)-Mandelic Acid as Chiral Co-Catalyst in the Michael Addition Reaction Organocatalyzed by (1S,4S)-2-Tosyl-2,5-diazabicyclo[2.2.1]heptane under Solvent-Free Conditions

2015 ◽  
Vol 2 (1) ◽  
Author(s):  
C. Gabriela Ávila-Ortiz ◽  
Manuel López-Ortiz ◽  
Alberto Vega-Peñaloza ◽  
Ignacio Regla ◽  
Eusebio Juaristi
Keyword(s):  
Michael Addition ◽  
Mandelic Acid ◽  
Addition Reaction ◽  
Solvent Free ◽  
Reaction Intermediates ◽  
Michael Addition Reaction ◽  
Co Catalyst ◽  
Co Catalysts ◽  
Solvent Free Conditions ◽  
The Michael Addition

AbstractThis article describes a study on the Michael addition reaction of cyclohexanone to nitroolefins catalyzed by the chiral secondary amine (1S,4S)-2-tosyl- 2,5-diazabicyclo[2.2.1]heptane. Reactions were carried out under solvent-free conditions to make them more environmentally friendly. Initially, the observed diastereoand enantioselectivities were moderate to good, but were significantly improved by lowering the reaction temperature. Furthermore, a variety of chiral acids were also tested as co-catalysts in both of their enantiomeric forms, which revealed that (R)-mandelic acid affords excellent results in terms of yield and stereoselectivity. Monitoring the reaction by MS-TOF allowed for the detection of key reaction intermediates, and a reasonable reaction mechanism in which both catalysts are involved is proposed.

scholarly journals Synthesis of 3,3′-arylmethylidenebis-4-hydroxycoumarin derivatives catalysed by KF-montmorillonite

2007 ◽  
Vol 2007 (10) ◽  
pp. 561-562 ◽  
Author(s):  
Nan Wu ◽  
Xinnian Li ◽  
Xin Xu ◽  
Daqing Shi
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Aromatic Aldehydes ◽  
Michael Addition Reaction ◽  
The Michael Addition

3,3′-Arylmethylidenebis-4-hydroxycoumarins derivatives have been synthesised in good yields by the Michael addition reaction of aromatic aldehydes with 4-hydroxycoumarin in DMF catalysed by KF-montmorillonite.

scholarly journals Detection of L-Proline-Catalyzed Michael Addition Reaction in Model Biomembrane

2019 ◽  
Vol 2019 ◽  
pp. 1-8
Author(s):  
Masanori Hirose ◽  
Shigenori Sugisaki ◽  
Keishi Suga ◽  
Hiroshi Umakoshi
Keyword(s):  
Michael Addition ◽  
Reaction Rate ◽  
Phase State ◽  
Addition Reaction ◽  
Michael Addition Reaction ◽  
Membrane Systems ◽  
Liposome Membrane ◽  
Reaction Rate Constants ◽  
Plausible Model ◽  
Kinetics Of

A method to detect the L-proline- (L-Pro-) catalyzed Michael addition reaction in model biomembranes has been established, using N-[p(2-benzimidazolyl)phenyl]maleimide and acetone as reactants. The effect of liposome membranes on this reaction was kinetically analyzed using fluorescence spectroscopy. The kinetics of the reaction were different from those of the constituent lipids of the liposomes. Zwitterionic 1,2-dipalmitoyl-sn-glycero-3-phosphocholine liposome, which is in the solid-ordered phase, had a better value of reaction rate, suggesting that the reaction rate constants of this reaction in liposome membrane systems could be regulated by the characteristics of the liposome membrane (i.e., the phase state and surface charge). Based on the results obtained, a plausible model of the L-Pro-catalyzed Michael addition reaction was discussed. The obtained results provide us with an easily detectable method to assess the reactivity of L-Pro in biological systems.

ChemInform Abstract: Development of New DMAP-Related Organocatalysts for Use in the Michael Addition Reaction of β-Ketoesters in Water.

ChemInform ◽  
2009 ◽  
Vol 40 (42) ◽  
Author(s):  
Kyungmin Ko ◽  
Keiji Nakano ◽  
Shigeru Watanabe ◽  
Yoshiyasu Ichikawa ◽  
Hiyoshizo Kotsuki
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Michael Addition Reaction ◽  
The Michael Addition
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