Synthesis of glycolurils and hydantoins by reaction of urea and 1, 2‐dicarbonyl compounds using etidronic acid as a “green catalyst”

2020 ◽  
Vol 57 (12) ◽  
pp. 4262-4270
Author(s):  
Abdigali A. Bakibaev ◽  
Artur Uhov ◽  
Victor Malkov ◽  
Svetlana Panshina
2020 ◽  
Vol 56 (12) ◽  
pp. 2067-2073
Author(s):  
S. Yu. Panshina ◽  
O. V. Ponomarenko ◽  
A. A. Bakibaev ◽  
V. S. Malkov

Author(s):  
Behrooz Maleki ◽  
Reza Tayebee ◽  
Mina Kermanian ◽  
Samaneh Sedigh Ashrafi

Solvent-free, one-pot synthesis of polyhdroquinoline and 1,8-dioxodecahydroacridine derivatives have been described via Hantzsch condensation of various aldehydes, ammonium acetate with (<em>i</em>) cyclic 1,3-dicarbonyl compounds and ethyl acetoacetate and (<em>ii</em>) cyclic 1,3-dicarbonyl compounds (2 mmoles) in a very simple, efficient, and environmentally benign method using 1,3-(dibromo or dichloro)-5,5-dimethylhydantoin as a cheap, non-toxic and neutral catalyst with up to excellent yields.


2019 ◽  
Vol 4 (38) ◽  
pp. 11235-11238 ◽  
Author(s):  
Kalpesh V. Vilapara ◽  
Sagar P. Gami ◽  
Shobhna A. Gadara ◽  
Yogesh T. Naliapara

2020 ◽  
Vol 64 (1) ◽  
pp. 97-110
Author(s):  
Christian Sibbersen ◽  
Mogens Johannsen

Abstract In living systems, nucleophilic amino acid residues are prone to non-enzymatic post-translational modification by electrophiles. α-Dicarbonyl compounds are a special type of electrophiles that can react irreversibly with lysine, arginine, and cysteine residues via complex mechanisms to form post-translational modifications known as advanced glycation end-products (AGEs). Glyoxal, methylglyoxal, and 3-deoxyglucosone are the major endogenous dicarbonyls, with methylglyoxal being the most well-studied. There are several routes that lead to the formation of dicarbonyl compounds, most originating from glucose and glucose metabolism, such as the non-enzymatic decomposition of glycolytic intermediates and fructosyl amines. Although dicarbonyls are removed continuously mainly via the glyoxalase system, several conditions lead to an increase in dicarbonyl concentration and thereby AGE formation. AGEs have been implicated in diabetes and aging-related diseases, and for this reason the elucidation of their structure as well as protein targets is of great interest. Though the dicarbonyls and reactive protein side chains are of relatively simple nature, the structures of the adducts as well as their mechanism of formation are not that trivial. Furthermore, detection of sites of modification can be demanding and current best practices rely on either direct mass spectrometry or various methods of enrichment based on antibodies or click chemistry followed by mass spectrometry. Future research into the structure of these adducts and protein targets of dicarbonyl compounds may improve the understanding of how the mechanisms of diabetes and aging-related physiological damage occur.


2017 ◽  
Vol 13 (10) ◽  
pp. 764-769 ◽  
Author(s):  
Eramoni Saikia ◽  
Bolin Chetia ◽  
Sankar Bora
Keyword(s):  

2020 ◽  
Vol 17 ◽  
Author(s):  
Sayyed Mostafa Habibi-Khorassani ◽  
Mehdi Shahraki ◽  
Sadegh Talaiefar

Aims and Objective: The main objective of the kinetic investigation of the reaction among ethyl acetoacetate 1, ammoniumacetat 2, dimedone 3 and diverse substitutions of benzaldehyde 4-X, (X= H, NO2, CN, CF3, Cl, CH (CH3)2, CH3, OCH3, OCH3, and OH) for the generation of 4-substituted 1, 4-dihydropyridine derivatives (product 5) was the recognition of the most realistic reaction mechanism. The layout of the reaction mechanism studied kinetically by means of the UV-visible spectrophotometry approach. Materials and Methods: Among the various mechanisms, only mechanism1 (path1) involving 12 steps was recognized as a dominant mechanism (path1). Herein, the reaction between reactants 1 and 2 (kobs= 814.04 M-1 .min-1 ) and also compound 3 and 4-H (kobs= 151.18 M-1 .min-1 ) were the logical possibilities for the first and second fast steps (step1 and step2, respectively). Amongst the remaining steps, only step9 of the dominant mechanism (path1) had substituent groups (X) near the reaction centre that could be directly resonated with it. Results and Discussion: Para electron-withdrawing or donating groups on the compound 4-X increases the rate of the reaction 4 times more or decreases 8.7 times less than the benzaldehyde alone. So, this step is sensitive for monitoring any small or huge changes in the reaction rate. For this reason, step9 is the rate-determining step of the reaction mechanism (path1). Conclusion: The recent result is the agreement with the Hammett description with an excellent dual substituent factor (r = 0.990) and positive value of reaction constant (ρ = +0.9502) which confirmed both the resonance and inductive effects “altogether” contributed on the reaction centre of step9 in the dominant mechanism (path1).


2017 ◽  
Vol 4 (1) ◽  
Author(s):  
Urbain C. Kassehin ◽  
Sèdami M. Fagla ◽  
Fernand A. Gbaguidi ◽  
Julien R. C. Prevost ◽  
Raphaël Frédérick ◽  
...  

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