Michael J. V. da Silva

ORCID: 0009-0006-0116-237X
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About
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Research Areas
  • X-ray Diffraction in Crystallography
  • Crystallization and Solubility Studies
  • Synthesis and Biological Evaluation
  • Synthesis and biological activity
  • Synthesis and Characterization of Pyrroles
  • Synthesis and Reactions of Organic Compounds
  • Research on Leishmaniasis Studies
  • Synthesis of heterocyclic compounds
  • Click Chemistry and Applications
  • Fluorine in Organic Chemistry
  • Synthesis and Reactivity of Heterocycles
  • Synthesis and Characterization of Heterocyclic Compounds
  • Ionic liquids properties and applications
  • Carbon dioxide utilization in catalysis
  • Chemistry and Chemical Engineering
  • Chemical Synthesis and Analysis
  • Crystallography and molecular interactions
  • Trypanosoma species research and implications
  • Organic Chemistry Cycloaddition Reactions
  • Phytochemical compounds biological activities
  • Phenothiazines and Benzothiazines Synthesis and Activities
  • Chemical synthesis and pharmacological studies
  • Dye analysis and toxicity
  • Periodontal Regeneration and Treatments
  • Lignin and Wood Chemistry

Universidade Estadual de Maringá
2015-2024

Universidade Tecnológica Federal do Paraná
2024

Brazilian National Association of Graduate Programs in Communication
2015

[Hmim][HSO4] ionic liquid (IL) and bio-renewable sources as chitosan (CHT) chondroitin sulfate (CS) were used to yield hydrogel-based materials (CHT/CS). The use of IL solubilize both polysaccharides was considered an innovative way based on "green chemistry" principle, aiming the production CHT/CS blended systems. hydrogels carried out in homogeneous medium from short dissolution times. characterized achieved with excellent stabilities (in 1.2-10pH range), larger swelling capacities, well...

10.1016/j.carbpol.2017.04.073 article EN publisher-specific-oa Carbohydrate Polymers 2017-04-24

Poly(ethylene terephthalate) was depolymerised under supercritical ethanol, 98 wt% of diethylterephthalate obtained after 45 min, by adding [Bmim][BF<sub>4</sub>] as catalyst.

10.1039/c4ra00262h article EN RSC Advances 2014-01-01

An alternative highly regioselective synthetic method for the preparation of 3,5-disubstituted 4-formyl-N-arylpyrazoles in a one-pot procedure is reported. The methodology developed was based on regiochemical control cyclocondensation reaction β-enamino diketones with arylhydrazines. Structural modifications diketone system allied to Lewis acid carbonyl activator BF3 were strategically employed this control. Also 4-hydroxymethyl-N-arylpyrazole derivatives from and arylhydrazine substrates described.

10.1021/acs.joc.7b02361 article EN The Journal of Organic Chemistry 2017-11-02

Abstract A simple method for the regiocontrolled synthesis of 4,5‐disubstituted N ‐phenylpyrazole regioisomers 2 and 3 from β‐enamino diketones phenylhydrazine is described. Pyrazole was prepared regioselectively by carrying out reaction in a protic solvent, whereas pyrazole obtained as main product using an aprotic solvent. Steric factors regarding also influenced regiochemistry . The influence solvent on outcome can be rationalized Fukui indices. structures were unambiguously elucidated 1...

10.1002/ajoc.201700048 article EN Asian Journal of Organic Chemistry 2017-02-09

A simple and efficient methodology for highly regioselective synthesis of azomethine pyrazoles isoxazoles containing a trifluoromethyl group is reported. The cyclocondensation trifluoromethylated β-enamino diketones (TBED) with phenylhydrazine hydroxylamine hydrochloride, in the presence BF3, provided 5-aryl-4-[(tert-butyl)iminomethyl]-3-trifluoromethylazoles by aza-Michael-type 1,2-addition. scope reaction was expanded transimination arylamines one-pot method starting from TBED. Thus, 83...

10.1039/d0ob00319k article EN Organic & Biomolecular Chemistry 2020-01-01

A highly efficient regioselective synthesis of 1,4,5-trisubstituted pyrazoles and pyrazolo[3,4-<italic>d</italic>]pyridazinones from enamino diketone along with a theoretical experimental study the chemical reactivity diketone.

10.1039/c5ra12968k article EN RSC Advances 2015-12-22

Efficient and regioselective synthesis of isoxazoles was demonstrated through cyclocondensation β-enamino diketones with hydroxylamine: four the six possible regioisomers were obtained.

10.1039/c7ra13343j article EN cc-by RSC Advances 2018-01-01

An efficient one-pot method is described for the highly regioselective synthesis of α-ketoamide N-arylpyrazoles from secondary β-enamino diketones. For this, key intermediate, 4-acyl 3,5-dihydroxypyrrolone, was generated in situ and underwent bimolecular nucleophilic substitution at C-5 by arylhydrazine, with subsequent heterocyclization carbonyl carbon acyl group. This strategy allowed regiochemical control diketones arylhydrazines.

10.1021/acs.orglett.9b02206 article EN Organic Letters 2019-07-29

The synthesis of a new and versatile polyfunctionalised pyrimidine-4-carboxylate, along with the study its reactivity against 1,2-dinucleophiles 1,4-dinucleophiles, is reported. These simple efficient methodologies allowed for novel pyrimidine derivatives such as pyrimido[4,5-<i>d</i>]pyridazin-8-one-5-carboxylates their corresponding carbohydrazides <i>N</i>-acylhydrazone (NAH) derivatives, pyrimido[4,5-<i>d</i>][1,2]oxazin-8-one carbohydrazide derivative, 3-pyrimidinylquinoxaline-2-one...

10.1055/s-0035-1561860 article EN Synthesis 2016-05-24

Abstract In this article, a series of 29 new pyrimidine N ‐acylhydrazone hybrids were synthesized and evaluated in vitro against Leishmania amazonensis Trypanosoma cruzi protozoa that cause the neglected diseases cutaneous leishmaniasis Chagas disease, respectively. Eight target compounds showed significant antiprotozoal activities with IC 50 values 4.3–33.6 μM range. The more active compound 4f exhibited selectivity index greater than 15 drug‐like properties based on Lipinski's rule.

10.1002/ddr.21745 article EN Drug Development Research 2020-09-30

Supercritical ethanolysis (scEtOH) is a method that allows the production of monomers, e.g., diethyl terephthalate (DET), from Polyethylene PET chemical recycling. The use ionic liquids (ILs) such as 1-n-butyl-3-methylimidazolium tetrafluoroborate ([Bmim][BF4]) catalyst has advantages in processes by enhancing yield at reduced times, shown previous work our lab. However, effects water and dyes (from coloured PET-bottles) regarding those have not been investigated. Here, study on IL-catalysis...

10.3390/catal7020043 article EN Catalysts 2017-01-28

A simple, efficient and highly regioselective method for the preparation of 3,4- 4,5-disubstituted N-methylpyrazoles in a one-pot procedure is reported. The methodology developed was based on regiochemical control reaction 4-acyl-1H-pyrrole-2,3-diones methylhydrazine with an influence addition or absence acid substrate structure.

10.1021/acs.joc.2c00657 article EN The Journal of Organic Chemistry 2022-06-10

An efficient and controlled site-selective annulation of 3,5-diethoxycarbonyl 4-hydrazonyl pyrazoles is described. The relative proportion the products affected by hydrazone intermediate configuration, reaction temperature, Lewis acid employed. At a temperature 110-120 °C, preferentially afforded 1H-pyrazolo[3,4-d]pyridazin-7(6H)-ones, whereas using Yb(OTf)3 in MeCN reflux, 2H-pyrazolo[3,4-d]pyridazin-7(6H)-ones were favored. Computational investigations performed to clarify mechanism origin...

10.1021/acs.joc.3c01117 article EN The Journal of Organic Chemistry 2023-07-18

A series of 60 4-aminomethyl 5-aryl-3-substituted isoxazoles were synthesized by an efficient method and evaluated in vitro against Leishmania amazonensis Trypanosoma cruzi, protozoa that cause the neglected tropical diseases leishmaniasis Chagas disease, respectively. Thirteen compounds exhibited a selective index greater than 10. The 3-N-acylhydrazone isoxazole derivatives bearing bithiophene core best antiparasitic effects.

10.1002/open.202100141 article EN cc-by ChemistryOpen 2021-07-30

Herein, we introduce an unprecedented cascade reaction for the assembly of pyrrole-fused 1,5-benzodiazepine frameworks. These diverse privileged scaffolds were controllably constructed by intramolecular cyclization β-enamino diketone, followed annulation with o-phenylenediamine. The protocol features efficient one-pot cyclization/annulation, performed under simple and mild conditions. products are obtained in a metal-free manner, good to excellent yields (65–91%), represent fused...

10.1021/acs.joc.4c02483 article EN cc-by The Journal of Organic Chemistry 2024-11-13
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