Synthesis of new racemic α-heterocyclic α,α-diaminoesters and α-aminoester carboxylic

“…In the rst two methods, the C-N bond formation N-alkylation reaction was carried out at room temperature in acetone or DMF in the presence of various bases (NaOH, Et 3 N, NaH or K 2 CO 3 ). The product synthesized with satisfactory yields was characterized by usual spectroscopic techniques, such as 1 H-NMR, 13 C-NMR and MS. The results are summarized in Table 9.…”

Section: Results and Discussion The Synthesis Reactionmentioning

confidence: 99%

“…The carbazole nucleus can be naturally found in the composition of some alkaloids as staurosporine, ellipticine or koenidine, with antibacterial, antifungal, antimalarial properties, antitumoral activity, and potential antidiabetic effect [6,7,8], among them carbazomycins represent an unprecedented class of antibiotics with a carbazole heterocycle [9]. Various researches done on the synthesis of new heterocyclic compounds [10,11,[12][13][14][15][16][17][18], we focused in this work, on the theoretical study of the reaction carried out followed by the effective synthesis of the 9-(prop-2-yn-1-yl)-9H-carbazole with three methods (phase transfer catalysis, microwave, and base + acetone) with the aim to elaborate a new active molecules with an important yield. For us, it is preferable to establish a theoretical study of a synthetic reaction before going to the experimental mode because it will inform us from the start on the path of the reaction and the expected results to save time and minimize losses of energy (use of heating or not) and matter (reaction possible or not).…”

Section: Introductionmentioning

confidence: 99%

The intelligence way of economical synthesis strategies of an N-alkylcarbazole

Jabha,

Mesky,

Zgueni

et al. 2023

Struct Chem

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The alkaloid carbazole is one of the relevant structural motifs in drug discovery. Indeed, carbazoles have been largely investigated for their various biological properties. In this article, in order to ensure the possibility of carrying out this reaction at the level of the synthesis laboratory and to have access to a new active biomolecule, we present the theoretical study of the synthesis strategies of an Nalkylcarbazole using the DFT method at B3LYP, with the basis set 6-31G (d, p). In fact, this research has enabled us to establish a simple, economical and e cient synthesis strategy for this nitrogenous heterocyclic with an excellent yield, by N-alkylation between carbazole and propargyl bromide under different experimental conditions. We have developed an environmentally friendly compound, mild condition protocol and convenient procedure for the preparation of this polycyclic aromatic compound.The structure of the synthesized compound was determined by spectroscopic methods: 1H-NMR, 13C-NMR and MS data. The theoretical results corroborate with experiences. The study of the substitution effect on the optical properties of reagents and products shows that N-alkylation has an in uence on the optical properties.

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“…Considerable attention has directed toward finding heterocyclic organic compounds previously used in synthetic organic chemistry in many chemical areas. Heterocyclic systems have recently attracted much attention because they have various abilities such as anti-microbial, anti-tumor, anti-epileptic, antihistaminic, anti-oxidant and anti-inflammatory actions [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17] ; and they are being used as lead compounds for drug development 18 . As the results of several recent studies have indicated that some heterocyclic compounds derivatives synthesized have a diversity of useful biological effects including antibacterial, antifungal, analgesic, antiviral, anticancer, antihypertensive, anticonvulsant, and anti-diabetic properties [19][20][21][22][23][24][25] .…”

Section: Introductionmentioning

confidence: 99%

New strategy of synthesis, characterization, theoretical study and inhibition effect on mild steel corrosion in acidic solution

Arrousse¹,

Mabrouk²,

Hammouti³

et al. 2020

Mediterr.J.Chem.,

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We report two new different synthesis strategies of an eco-friendly organic dye 3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-3',6'-diyl diacetate. These methods were based on the reaction of fluorescein with acetic anhydride under different experimental conditions. The synthesized heterocyclic system obtained with excellent yield was characterized by FT-IR, 1H N.M.R., 13C N.M.R., and mass spectrometry. This reaction has also been studied theoretically using Gaussian 09 based on the DFT method at B3LYP/6-31G (d, p). The results obtained are in good correlation with those obtained experimentally. The inhibition behavior of the synthetic product has been studied using absorbance difference measurement, the percentage of inhibition efficiency attains 90% at 10-4M of NAR3 inhibitor. The surface analysis of mild steel was investigated using scanning electron microscopy (S.E.M.) and Energy Dispersive X-ray (E.D.X.) methods and show the adsorption behavior of inhibitor on the surface of mild steel.

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Synthesis of new racemic α-heterocyclic α,α-diaminoesters and α-aminoester carboxylic

Cited by 8 publications

References 21 publications

Methyl 2-Benzamido-2-(1H-benzimidazol-1-ylmethoxy)acetate

Methyl 2-Benzamido-2-(1H-benzimidazol-1-ylmethoxy)acetate

The intelligence way of economical synthesis strategies of an N-alkylcarbazole

New strategy of synthesis, characterization, theoretical study and inhibition effect on mild steel corrosion in acidic solution

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