
Muhammad Idham MardjanUniversitas Gadjah Mada | UGM · Department of Chemistry
Muhammad Idham Mardjan
Dr. MSc.
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Publications (33)
The Groebke–Blackburn–Bienaymé (GBB) three-component reaction, discovered in 1998, is a very efficient strategy to assemble imidazo[1,2- a ]-heterocycles starting from amidines, aldehydes and isocyanides. This review aims to exhaustively describe innovative aspects of this reaction achieved during the last five years, and classifies them into five...
Kumada cross-coupling reaction is useful for producing biphenyls, where nickel and copper have been widely investigated as catalysts but mainly homogeneous ones. In this study, we investigated ultrasound-assisted-Kumada cross-coupling reaction over the heterogeneous catalysts in which Ni²⁺, Cu²⁺, or both was immobilized on aminopropylsilane-functio...
Four novel 4-aminoquinoline-isoindolin-1-one hybrids 5a-d have been designed as antiplasmodial and antioxidant agents by combining the 4-aminoquinoline unit and isoindolin-1-one moiety using the flexible alkyl linker. The hybrids were synthesized in two steps via aromatic nucleophilic substitution and nucleophilic addition reactions and were obtain...
This research involved the synthesis, antimalarial assay and molecular docking of novel nitrophenylcalix[4]-2-methylresorcinarene derivatives. Calix[4]-2-methylresorcinarene derivatives, i.e., 2N, 3N and 4N, were synthesized in a one-step reaction through the cyclo-condensation reaction between resorcinol and aldehydes, i.e., 2-nitrobenzaldehyde, 3...
As the attempts to control malaria through chemotherapy strategies are restricted, we have prepared a small library of 3-substituted-isoindolinones from (Z)-3-benzylideneisobenzofuran-1(3H)-ones in one-pot fashion under ultrasound irradiation. The one-pot reaction was scalable and efficiently produced the desired products (1a–m) in high yields in a...
Vanillin-azine (VA), (4,4'-((1E,1'E)-hydrazine-1,2-diylidenebis(methane-lylidene))bis(2-methoxyphenol) has been synthesized from vanillin and tested as anion colorimetric chemosensors for sulfide anion. The VA was obtained from a condensation reaction between vanillin and hydrazine hydrate with a mol ratio of 2:1 mol for 24 h at room temperature. T...
Synthesis and antioxidant assay of 4-phenoxyquinoline derivative namely, ( E )-7-chloro-4-(2-methoxy-4-(prop-1-en-1-yl)phenoxy)quinoline, from clove leaf oil have been conducted. This compound can be prepared from eugenol (isolated from clove leaf oil) in either two-step or one-pot synthesis. In two-step synthesis, eugenol was subjected to base-cat...
The first intermolecular organocatalytic enantioselective addition of indoles to prochiral 5-membered cyclic N-acyliminium ions, generated from 5-hydroxy-α,β-unsaturated pyrrolidin-2-ones, is reported hereinafter. The reaction proceeds smoothly with a range of 5-hydroxy-5-substituted-α,β-unsaturated pyrrolidin-2-ones and indoles using BINOL-derived...
A small library of 3-hydroxyisoindolin-1-ones has been prepared from 3-alkylidenephtalides under ultrasonic irradiation. This practical synthesis is featured by group tolerance, high efficiency and yields. The reaction can also be performed in multigram scale and be further extended to access other motifs of isoindolin-1-ones in a one-pot fashion.
Copper-catalyzed-multicomponent reaction has been applied to prepare several examples γ-hydroxybutyrolactams. The synthesis of γ-hydroxybutyrolactams occurred via cascade sequence comprising Sonogashira coupling, heterocyclization and nucleophilic addition reactions. The reaction involved the starting materials of ( Z )-3-iodobutenoic acid, termina...
Synthesis of patchouli acetate and propionate from patchouli oil and carboxylic acids (acetic acid and propionic acid) has been carried out through esterification reaction. The reaction was carried out at 100 °C for 3 h in the presence of homogeneous (HCl and H 2 SO 4 ) and heterogeneous (activated zeolite) catalysts. The esterification products we...
Patchouli alcohol was isolated from patchouli oil by fractional distillation under reduced pressure. Patchouli esters were then prepared from isolated patchouli alcohol via esterification reaction in the presence of homogeneous (concentrated hydrochloric acid) and heterogeneous (acid-activated bentonite) catalysts. Fractional distillation under red...
Efficient gold-modified-Fe3O4/SiO2/TiO2 photocatalysts have been synthesized and employed for nitrobenzene degradation under UV-visible illumination. The results revealed that the prepared Fe3O4/SiO2/TiO2-Au photocatalysts displayed magnetic properties. In addition, the modification of Au reduced the energy of the band gap of the photocatalyst, inc...
The synthesis of 1,5-diphenyl-3-styryl-4,5-dihydro-1 H -pyrazole (B1) and 5-(3,4-dimethoxyphenyl)-3-(3,4-dimethoxystyryl)-1-phenyl-4,5-dihydro-1 H -pyrazole (B2) have been conducted from 1,5-diphenylpenta-1,4-dien-3-on (A1) and 1,5-bis(3,4-dimethoxyphenyl)penta-1,4-dien-3-one (A2). Heme polymerization inhibitory activity (HPIA) assay of the synthes...
The current article reviews the preparation of a great diversity of complex biorelevant γ-lactams backbones thanks to scalable copper(I)-catalyzed cascade multicomponent processes.
This article deals with the chemistry of bicyclic 5–6 heterocycles, at which nitrogen atom is installed at the ring junction and one extra hetero atom (O, S and N) is decorated in the six-membered rings. Precisely, there are 12 motifs of heterocycles which will be covered, such as pyrrolooxazines, pyrrolothiazines, pyrrolopyridazine, pyrollopyrimid...
This study describes simple synthetic method to prepare 1-(2-methoxybenzyl)-1,10-phenanthrolin-1-ium bromide from gandapura oil. The salt were synthesized in four steps. Initially, commercial gandapura oil was directly subjected to the alkylation reaction under basic condition using dimethyl sulfate to give methyl 2-methxybenzoate in 86% yield. Nex...
α,β-Unsaturated γ-hydroxy-γ-butyrolactams are of a great interest due to their presence in designed pharmaceutical molecules and numerous natural products displaying a broad spectrum of biological activities. In addition, these five-membered heterocyclic compounds are also relevant and versatile building blocks in organic synthesis. In this context...
This research work presented the application of C-4-hydroxy-3-methoxyphenylcalix[4]resorcinarene dodecaacetate in the removal of Pb(II), Cd(II), Cu(II) and Cr(III) in aqueous medium. Various adsorption parameter such as pH, adsorbent dose and interaction time were investigated. In addition, the kinetic study was conducted by using Santosa's first o...
A versatile copper(i)-catalyzed cascade multicomponent reaction strategy between readily available (Z)-3-iodoacrylic acids, terminal alkynes, and primary amines is reported, leading to a great diversity of complex heterocyclic backbones based on biorelevant indole/lactam scaffolds.
In this study, the removal of several heavy metal ions of Pb(II), Cd(II), Hg(II) and Cr(III) from aqueous medium via sorption process onto calix[4]resorcinarene derivative was investigated. The used adsorbent was highly oxygenated calix[4]resorcinarene namely C-4-hydroxyphenylcalix[4]resorcinarene. Several adsorption parameters were studied includi...
No abstract is available for this article.
The hybrid of calix[4]resorcinarene and chitosan has been prepared and its application in the adsorption of Pb(II) ion has been also investigated. Evaluation of the hybrid as the adsorbent for Pb(II) removal was carried out by comparing the adsorption performances of calix[4]resorcinarene, chitosan and the hybrid. It was found that calix[4]resorcin...
Hybrid of calix[4]resorcinarene and chitosan has been prepared via amide bond formation as the key step between ester groups attached on calix[4]resorcinarene and amine group of chitosan. The synthesis was commenced by functionalizing hydroxyl group of vanillin with methyl-2-chloroacetate via Williamson synthesis. The acid catalyzed-tandem condensa...
The synthesis of (1)-N-(3,4-dimethoxy-benzyl)-1,10-phenanthrolinium bromide had been conducted from vanillin. Heme polymerization inhibitory activity assay of the synthesized antiplasmodium has also been carried out. The first step of reaction was methylation of vanillin using dimethylsulfate and NaOH. The mixture was refluxed for 2 h to yield vera...
Synthesis of flavanone-6-carboxylic acid derivatives had been conducted via the route of chalcone. The synthesis was carried out from salicylic acid derivative, i.e. 4-hydroxybenzoic acid, via esterification, Fries rearrangement, Claisen-Schmidt condensation and 1,4-nucleophilic addition reactions. Structure elucidation of products was performed us...
Eugenol from the isolation of clove leaves oil had been utilized in the synthesis of 7-hydroxy-3',4'-dimethoxy-isoflavone based on deoxybenzoin intermediate. The raw material was firstly converted into methyleugenol using DMS (89.87%). Secondly, methyl eugenol was oxidized using KMnO4 to produce 3,4-dimethoxybenzyl carboxylic acid (21%). Friedel-Cr...
Eugenol from the isolation of clove leaves oil had been utilized in the synthesis of 7-hydroxy-3',4'-dimethoxy-isoflavone based on deoxybenzoin intermediate. The raw material was firstly converted into methyleugenol using DMS (89.87%). Secondly, methyl eugenol was oxidized using KMnO 4 to produce 3,4-dimethoxybenzyl carboxylic acid (21%). Friedel-C...