An efficient and eco-friendly method for the thiol-Michael addition in aqueous solutions using amino acid ionic liquids (AAILs) as organocatalysts

2020 ◽  
Vol 92 (1) ◽  
pp. 97-106
Author(s):  
Roberto Figueroa Guíñez ◽  
José G. Santos ◽  
Ricardo A. Tapia ◽  
Jackson J. Alcazar ◽  
Margarita E. Aliaga ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Ionic Liquids ◽  
Amino Acid ◽  
Efficient Method ◽  
Michael Addition ◽  
Rate Constants ◽  
Michael Reaction ◽  
High Rate ◽  
Reusable Catalyst ◽  
Reaction Conditions

AbstractA series of amino-acid based ionic liquids (Bmim[AA]s) have been synthesized and evaluated as catalysts, in aqueous solution. The results of a kinetic study of the thiol-Michael reaction of L-Cysteine with trans-β-nitrostyrene demonstrated the advantages of using (Bmim[AA]s) as organocatalysts. The benefits include high rate constants; mild reaction conditions; and, a reusable catalyst, which leads to a simple and efficient method for these important kinds of reactions.

Synthesis of 4-arylethyl-6-arylpyrimidine-2-thiols through aza-Michael addition/nucleophilic addition/aromatization tandem reactions

2018 ◽  
Vol 24 (1) ◽  
pp. 23-26
Author(s):  
Zheng Li ◽  
Wenli Song ◽  
Jiaojiao He ◽  
Yan Du ◽  
Jingya Yang
Keyword(s):  
Efficient Method ◽  
Michael Addition ◽  
Nucleophilic Addition ◽  
Tandem Reactions ◽  
Reaction Conditions ◽  
High Yields ◽  
Work Up

Abstract An efficient method for the synthesis of the title compounds by reactions of divinyl ketones with thiourea is described. This protocol has the advantages of high yields, mild reaction conditions and simple work-up procedure.

The Hygroscopy of Amino Acid Ionic Liquids in Aqueous Solution: a Quantum Chemistry Study

2016 ◽  
Vol 230 (11) ◽  
Author(s):  
Xueying Zhu ◽  
Hongqi Ai
Keyword(s):  
Aqueous Solution ◽  
Ionic Liquids ◽  
Amino Acid ◽  
Quantum Chemistry ◽  
Binary Systems ◽  
Low Cost ◽  
Environmental Engineering ◽  
Solution Property ◽  
Chiral Property

AbstractDue to many remarkable advantages, such as biodegradability, low cost, chiral property, no toxicity, and excellent solution property, amino acid ionic liquids (AAILs) have received more and more attention and recognition in many chemical and environmental engineering fields. The intervention of water would significantly influence their properties.To understand this effect, the binary systems of water with amino acid-based anion A (A = glycine (Gly

scholarly journals Enantioselective Synthesis of Chromanones Bearing an α,α-Disubstituted α-Amino Acid Moiety via Decarboxylative Michael Reaction

Molecules ◽  
2019 ◽  
Vol 24 (14) ◽  
pp. 2565 ◽  
Author(s):  
Jan Bojanowski ◽  
Lesław Sieroń ◽  
Anna Albrecht
Keyword(s):  
Amino Acid ◽  
Acid Derivative ◽  
Michael Addition ◽  
Structural Unit ◽  
Michael Reaction ◽  
Enantioselective Synthesis ◽  
Amino Acid Derivative ◽  
Acid Moiety ◽  
Amino Acid Moiety ◽  
Reaction Proceeds

In this manuscript, a novel, decarboxylative Michael reaction between α-substituted azlactones and chromone-3-carboxylic acids is described. The reaction proceeds in a sequence Michael addition followed by decarboxylative deprotonation, and it results in the formation of chromanones bearing an azlactone structural unit. The possibility of transforming an azlactone moiety into a protected α,α-disubstituted α-amino acid derivative is also demonstrated.

scholarly journals Serotype-Specific Identification of Polioviruses by PCR Using Primers Containing Mixed-Base or Deoxyinosine Residues at Positions of Codon Degeneracy

1998 ◽  
Vol 36 (2) ◽  
pp. 352-357 ◽  
Author(s):  
David R. Kilpatrick ◽  
Baldev Nottay ◽  
Chen-Fu Yang ◽  
Su-Ju Yang ◽  
Edson Da Silva ◽  
...  
Keyword(s):  
Amino Acid ◽  
Amino Acid Sequences ◽  
High Rate ◽  
Rapid Screening ◽  
Reaction Conditions ◽  
Specific Primers ◽  
Specific Identification ◽  
Primer Sets ◽  
Reference Strains ◽  
Codon Degeneracy

We have developed a method for determining the serotypes of poliovirus isolates by PCR. Three sets of serotype-specific antisense PCR-initiating primers (primers seroPV1A, seroPV2A, and seroPV3A) were designed to pair with codons of VP1 amino acid sequences that are conserved within but that differ across serotypes. The sense polarity primers (primers seroPV1S, seroPV2S, and seroPV3S) matched codons of more conserved capsid sequences. The primers contain mixed-base and deoxyinosine residues to compensate for the high rate of degeneracy of the targeted codons. The serotypes of all polioviruses tested (48 vaccine-related isolates and 110 diverse wild isolates) were correctly identified by PCR with the serotype-specific primers. None of the genomic sequences of 49 nonpolio enterovirus reference strains were amplified under equivalent reaction conditions with any of the three primer sets. These primers are useful for the rapid screening of poliovirus isolates and for determining the compositions of cultures containing mixtures of poliovirus serotypes.

CuO Nanoparticles: A Mild and Efficient Reusable Catalyst for the One-Pot Synthesis of 4-amino-5-pyrimidinecarbonitriles under Aqueous Conditions

2012 ◽  
Vol 326-328 ◽  
pp. 372-376
Author(s):  
Seyed Javad Ahmadi ◽  
Sodeh Sadjadi ◽  
Morteza Hosseinpour
Keyword(s):  
Efficient Method ◽  
Reaction Times ◽  
Cuo Nanoparticles ◽  
Reusable Catalyst ◽  
Reaction Conditions ◽  
One Pot ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
The One ◽  
Aqueous Conditions

An efficient method for the synthesis of 4-amino-5-pyrimidinecarbonitriles by three-component reaction of malononitrile, aldehydes and N-unsubstituted amidines, under aqueous conditions, using CuO nanoparticles as catalyst is reported. The protocol offers advantages in terms of higher yields, short reaction times, and mild reaction conditions, with reusability of the catalyst.

scholarly journals Efficient gold(I)/silver(I)-cocatalyzed cascade intermolecular N-Michael addition/intramolecular hydroalkylation of unactivated alkenes with α-ketones

2011 ◽  
Vol 7 ◽  
pp. 1100-1107 ◽  
Author(s):  
Ya-Ping Xiao ◽  
Xin-Yuan Liu ◽  
Chi-Ming Che
Keyword(s):  
Efficient Method ◽  
Michael Addition ◽  
Reaction Conditions ◽  
Product Yields

The gold(I)/silver(I)-cocatalyzed cascade intermolecular N-Michael addition/intramolecular hydroalkylation reaction offers a simple and efficient method for the synthesis of pyrrolidine derivatives in moderate to excellent product yields and with moderate to good diastereoselectivities. The reaction conditions and the substrate scope of this reaction are examined, and a possible mechanism involving AgClO4 catalyzed intermolecular N-Michael addition and the subsequent gold(I)-catalyzed hydroalkylation is proposed.

scholarly journals A New Approach on the Amino Acid Lysine Quantification by UV-Visible Spectrophotometry

2020 ◽  
Vol 71 (8) ◽  
pp. 159-175
Author(s):  
Habib Bouzid ◽  
Cesar M. C. Filho ◽  
Joana Rita C. Marques ◽  
Artur J. M. Valente ◽  
Licinio M. Gando-Ferreira
Keyword(s):  
Aqueous Solution ◽  
Amino Acid ◽  
Volume Ratio ◽  
Absorbance Spectrum ◽  
Reaction Conditions ◽  
New Approach ◽  
Analytical Technique ◽  
Initial Ph ◽  
Uv Visible ◽  
Ph Range

The methodology of the amino acid lysine (Lys) analysis using ninhydrin (Nin) reagent by spectrophotometric method was in-depth studied and improved. The optimization of time, Lys to Nin volume ratio and temperature were explicitly investigated. A specific wavelength of 479 nm was set according to the peak of the absorbance spectrum. The reaction time between Lys and Nin, in aqueous solution, occurs during 50 min. The Lys/Nin ratio 1.67 appeared most effective for this reaction. Moreover, the absorbance increased with temperature until a stable value was achieved nearly at 85�C. It was also found that the reaction is more efficient at initial pH 6 corresponding to formation of high amount of coloured product. Furthermore, the pH of post-reaction mixture was around 4 for different concentrations of lysine and initial pH range 3�10. For lysine solution contaminated with potassium (a representative interfering species) and after variation of the reaction conditions, the maximum wavelength (479 nm) was not affected. Mastering the use of these parameters leads to a good usage of this analytical technique which is simple, fast, accurate, less expensive and especially less harmful towards the environment and human health.

scholarly journals Simple and efficient synthesis of 2,2′-arylmethylenebis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) derivatives

2019 ◽  
Vol 150 (12) ◽  
pp. 2021-2023 ◽  
Author(s):  
Ágnes Magyar ◽  
Zoltán Hell
Keyword(s):  
Efficient Method ◽  
Molecular Sieves ◽  
Reusable Catalyst ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
High Yields ◽  
Work Up

Abstract A simple and efficient method for the synthesis of 2,2′-arylmethylenebis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) derivatives using 4 Å molecular sieves as catalyst is described. This approach offers several advantages such as high yields, mild reaction conditions, easily accessible, and reusable catalyst, and simple work-up procedure. Graphic abstract

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