4874-65-1Relevant articles and documents
From Simple Cyclic 1,3-Ketoamides to Complex Spirolactams by Supported Heterogeneous Organocatalysis with PS-BEMP
Benmaati, Aouicha,Zahmani, Hadjira Habib,Hacini, Salih,Menéndez, José Carlos,Bugaut, Xavier,Rodriguez, Jean,Constantieux, Thierry
, p. 3217 - 3231 (2016)
The reaction between cyclic 1,3-ketoamides and Michael acceptors in the presence of a catalytic amount of a polymer-supported organobase PS-BEMP has been developed for a direct access to spirocyclic 1,3-ketolactams through a domino Michael addition/hemiac
Identification of new biologically active synthetic molecules: comparative experimental and theoretical studies on the structure-antioxidant activity relationship of cyclic 1,3-ketoamides
Kerbadou, Riad Mustapha,Hadjadj Aoul, Ratiba,Benmaati, Aouicha,Taleb, Assya,Hacini, Salih,Habib Zahmani, Hadjira
, (2021/03/23)
Antioxidant agent is a chemical that prevents the oxidation of other chemical substances. Its use is the most effective means of protecting the organism by neutralizing the harmful effects of free radicals caused by oxidative stress. In the present work, a series of β-ketoamides containing a variety of monosubstituted amide groups were synthesized and tested as antioxidant agents. In order to establish a possible structure-antioxidant activity relationship, we are presenting a systematic theoretical study of these molecules with the aim of clarifying the active sites. In particular, we discuss the selectivity resulting from the choice of a free radical/antioxidant system. The theoretical study of these molecules was carried out using density functional theory (DFT) calculations at the B3LYP/6-311G (d,p) level of theory. In order to shed light on the antioxidant properties of β-ketoamides, O–H bond dissociation enthalpies (BDEs), ionization potentials (IPs), electron affinities (EAs), proton affinities (PAs), and electron transfer enthalpies (ETEs) are performed in the gas phase and in ethanol. The results obtained show that the HAT mechanism is thermodynamically more favored in the gas phase, while the SPLET is preferred in the polar solvent.
Eco-friendly access to β-ketoamides: One-step catalyst-and solvent-free amidation of β-ketoesters under microwave irradiation
Dechira, Khadidja,Taleb, Assya,Benmaati, Aouicha,Hacini, Salih,Zahmani, Hadjira Habib
, p. 152 - 160 (2018/03/21)
A highly efficient and facile catalyst- and solvent-free one step amidation of β-ketoesters, without using any additional reagents, is described. Therefore, β-ketoamides are obtained in good to excellent yields by condensation of β-ketoesters with various primary or secondary amines. This eco-friendly protocol has been developed under microwave irradiation.