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Molbank, Volume 2021, Issue 4

2021 December - 26 articles

Cover Story: Bis(alkylsulfanyl) derivatives of heteroaromatic compounds containing long alkyl chain are of interest as compounds with device applications, in particular, in liquid crystalline materials. 4,7-Bis(dodecylthio)-[1,2,5]thiadiazolo[3,4-c]pyridine was successfully prepared from 4,7-dibromo-[1,2,5]thiadiazolo[3,4-c]pyridine through 7-bromo-4-(dodecylthio)-[1,2,5]thiadiazolo[3,4-c]pyridine by combining two synthetic procedures: aromatic nucleophilic substitution SNAr and Buchwald–Hartwig cross-coupling reaction. The structures of the intermediate 7-bromo-4-(dodecylthio)-[1,2,5]thiadiazolo[3,4-c]pyridine and 4,7-bis(dodecylthio)-[1,2,5]thiadiazolo[3,4-c]pyridine were fully characterized by elemental analysis, high-resolution mass spectrometry, 1H, 13C NMR and IR spectroscopy, and mass spectrometry. View this paper
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Articles (26)

  • Communication
  • Open Access
7 Citations
4,556 Views
5 Pages

New Derivatives of Lupeol and Their Biological Activity

  • Hoang-Thuy-Tien Le,
  • Quoc-Cuong Chau,
  • Thuc-Huy Duong,
  • Quyen-Thien-Phuc Tran and ,
  • Nguyen-Kim-Tuyen Pham,
  • Thi-Hoai-Thu Nguyen,
  • Ngoc-Hong Nguyen and
  • Jirapast Sichaem
  • + 3 authors+ 0 author

10 December 2021

The natural product lupeol (1) was isolated from Bombax ceiba leaves, which were used as starting material in the semisynthetic approach. Three new derivatives (2a, 2b, and 3) were synthesized using oxidation and aldolization. Their chemical structur...

(This article belongs to the Special Issue Synthesis of Flavonoids or Other Nature-Inspired Small Molecules)
  • Short Note
  • Open Access
7 Citations
4,227 Views
5 Pages

2-(2-(4-Methoxyphenyl)-4,9-dimethyl-7-oxo-7H-furo[2,3-f]chromen-3-yl)acetic Acid

  • Boris V. Lichitsky,
  • Andrey N. Komogortsev and
  • Valeriya G. Melekhina

9 December 2021

For the first time, we describe a new approach towards the synthesis of previously unknown 2-(2-(4-methoxyphenyl)-4,9-dimethyl-7-oxo-7H-furo[2,3-f]chromen-3-yl)acetic acid. The presented method is based on the multicomponent condensation of 5-hydroxy...

(This article belongs to the Section Organic Synthesis and Biosynthesis)
  • Communication
  • Open Access
3 Citations
3,634 Views
7 Pages

9 December 2021

4-Amino-imidazo-, oxazolo-, and thiazoloquinolines are key structural scaffolds in the design of nucleoside base analogs for use as therapeutic agents. Current strategies for arriving at diverse substitutions at the C6–C9 positions of the thiaz...

(This article belongs to the Special Issue Quinoline, Derivatives and Applications)
  • Article
  • Open Access
1 Citations
3,562 Views
11 Pages

An Efficient Synthesis of Novel 3-[(Heteroaryl-2-ylimino)-methyl]-4-hydroxy-chromen-2-ones and Analogue of Tetrazole Derivatives and Their Antibacterial Activity

  • Ramiz Hoti,
  • Hamit Ismaili,
  • Veprim Thaçi,
  • Gjyle Mulliqi-Osmani and ,
  • Malësore Pllana-Zeqiri and
  • Agon Bytyqi
  • + 1 author+ 0 author

2 December 2021

Synthesis of a series of the substituted [(pyridinyl and pyrimidin-2-ylimino)-ethyl]-4-hydroxy-chromen-2-ones and their tetrazole derivates is presented in this study. By catalytic condensation of 4-hydroxy-3-acetylcoumarine 2 and 2-aminopyridines 3(...

(This article belongs to the Section Organic Synthesis and Biosynthesis)
  • Communication
  • Open Access
3,803 Views
5 Pages

4,4’-(Pyridin-4-ylmethylene)dibenzonitrile

  • Ben M. J. Lancaster,
  • Alexander J. Nicholls and
  • Ian R. Baxendale

30 November 2021

This communication describes an unprecedented substitution cascade, in which 4-methylpyridine, following deprotonation with LDA, twice acts as a carbon nucleophile in an unusual SNAr process, to form a novel triarylmethane structure. A proposed mecha...

(This article belongs to the Section Organic Synthesis and Biosynthesis)
  • Communication
  • Open Access
3,359 Views
7 Pages

CF3-Bis-TEMPO-Vis: New Visible Light Active Bis-Benzimidazolequinone Alkoxyamine

  • Patrick Kielty,
  • Pau Farràs,
  • Dennis A. Smith and
  • Fawaz Aldabbagh

26 November 2021

Alkoxyamines of TEMPO usually dissociate thermally at >100 °C; however, room temperature homolysis, activated by visible light, occurs with benzimidazolequinone derivatives. 1,1’-Dimethyl-2,2’-bis{[(2,2,6,6-tetramethylpiperidin-1-y...

(This article belongs to the Collection Heterocycle Reactions)
  • Short Note
  • Open Access
2,982 Views
5 Pages

Potassium (3-Methyl-2-oxido-1,2,5-oxadiazol-4-yl)dinitromethanide

  • Egor S. Zhilin,
  • Dmitry B. Meerov and
  • Leonid L. Fershtat

26 November 2021

Furoxan derivatives enriched with explosophoric functionalities are promising compounds in the preparation of novel energetic materials. Herein, a previously unknown potassium (3-methyl-2-oxido-1,2,5-oxadiazol-4-yl)dinitromethanide (also referred to...

(This article belongs to the Section Organic Synthesis and Biosynthesis)
  • Short Note
  • Open Access
13 Citations
4,589 Views
7 Pages

11H-Indeno[1,2-b]quinoxalin-11-one 2-(4-ethylbenzylidene)hydrazone

  • Anastasia R. Kovrizhina,
  • Elizaveta I. Samorodova and
  • Andrei I. Khlebnikov

23 November 2021

11H-Indeno[1,2-b]quinoxaline derivatives present an important type of nitrogen-containing heterocyclic compound that are useful intermediate products in organic synthesis and have potential pharmaceutical applications. A new 11H-indeno[1,2-b]quinoxal...

(This article belongs to the Section Organic Synthesis and Biosynthesis)
  • Short Note
  • Open Access
2,989 Views
5 Pages

2,2′-(1,4-Phenylene)bis(7-nitro-1H-benzimidazole 3-oxide)

  • Fabrizio Politano,
  • Ana K. Gran-Magano and
  • Nicholas E. Leadbeater

22 November 2021

Bis(benzimidazol-2-yl-3-oxide)benzene derivatives have potential applications as energetic or photoactive materials. By using a two-step one-pot approach employing microwave heating as a tool, 2,2′-(1,4-phenylene)bis(7-nitro-1H-benzimidazole 3-oxide)...

(This article belongs to the Section Organic Synthesis and Biosynthesis)
  • Short Note
  • Open Access
3 Citations
3,354 Views
5 Pages

Bis(pyrazol-1-yl)methane-4,4′-dicarboxylic Acid

  • Elizaveta A. Pershina,
  • Dmitry I. Pavlov,
  • Nikita P. Burlutskiy and
  • Andrei S. Potapov

22 November 2021

The molecular structure of bis(pyrazol-1-yl)methane-4,4′-dicarboxylic acid (H2bpmdc) was determined by single crystal X-Ray diffraction analysis. The compound crystallizes in a monoclinic crystal system; the unit cell contains four formula unit...

(This article belongs to the Section Structure Determination)
  • Communication
  • Open Access
2 Citations
5,180 Views
5 Pages

16 November 2021

We synthesized 4-bromo-3-formyl-N-phenyl-5-propylthiophene-2-carboxamide by using three successive direct lithiations and a bromination reaction starting from thiophene. All these lithiation reactions were carried out at −78 °C to RT over a period of...

(This article belongs to the Collection Heterocycle Reactions)
  • Short Note
  • Open Access
3 Citations
3,128 Views
4 Pages

5 November 2021

New donor-acceptor-donor (D-A-D)-type structures are widely used to design effective organic light-emitting diodes (OLEDs). In this communication, 4,7-bis(1,2,3,4,4a,9a-hexahydro-9H-carbazol-9-yl)-[1,2,5]oxadiazolo[3,4-d]pyridazine was obtained in a...

(This article belongs to the Collection Heterocycle Reactions)
  • Short Note
  • Open Access
1 Citations
5,232 Views
5 Pages

1 November 2021

Functionally 4,6-disubstituted 1H-pyrazolo[3,4-d]pyrimidines are important compounds with various pharmacological activities. 1-Substituted 4-chloro-6-(chloromethyl)-1H-pyrazolo[3,4-d]pyrimidines are practically unexplored derivatives in this series....

(This article belongs to the Collection Heterocycle Reactions)
  • Communication
  • Open Access
6 Citations
3,788 Views
5 Pages

Multicomponent Approach to the Synthesis of 4-(1H-indol-3-yl)-5-(4-methoxyphenyl)furan-2(5H)-one

  • Andrey N. Komogortsev,
  • Boris V. Lichitsky and
  • Valeriya G. Melekhina

29 October 2021

A simple one-pot approach was developed for the synthesis of furan-2(5H)-one derivative containing indole fragments. This method includes the telescoped multicomponent reaction of indole, 4-methoxyphenylglyoxal, and Meldrum’s acid. The synthetic util...

(This article belongs to the Section Organic Synthesis and Biosynthesis)
  • Short Note
  • Open Access
2 Citations
3,135 Views
5 Pages

(E)-5-(Methoxyimino)-1,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one

  • Irina Ihnatenko,
  • Peter G. Jones and
  • Conrad Kunick

29 October 2021

(E)-5-(Methoxyimino)-1,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one was prepared by a condensation reaction from 3,4-dihydro-1H-benzo[b]azepin-2,5-dione and O-methylhydroxylamine. The configuration at the C=N double bond was determined by X-ray crystallo...

  • Short Note
  • Open Access
2 Citations
3,281 Views
4 Pages

4,7-Bis(dodecylthio)-[1,2,5]thiadiazolo[3,4-c]pyridine

  • Timofey N. Chmovzh,
  • Timofey A. Kudryashev and
  • Oleg A. Rakitin

25 October 2021

Bis(alkylsulfanyl) derivatives of 1,2,5-thiadiazoles fused with aromatic and heteroaromatic rings containing long alkyl chains are of interest as compounds with liquid crystalline properties. In this communication, 4,7-bis(dodecylthio)-[1,2,5]thiadia...

(This article belongs to the Special Issue Heteroatom Rich Organic Heterocycles)
  • Short Note
  • Open Access
3,481 Views
3 Pages

21 October 2021

N,N-Diarylthiophen-2-amine units are of great interest for the synthesis of optoelectronic devices. In this communication, N,N-bis (4′-(hexyloxy)-[1,1′-biphenyl]-4-yl)thiophen-2-amine was obtained by means of a Buchwald–Hartwig cross-coupling reactio...

(This article belongs to the Special Issue Metal-Catalyzed Synthesis)
  • Communication
  • Open Access
2 Citations
3,907 Views
4 Pages

14 October 2021

5-propyl-2-((trityloxy)methyl)thiophene-3-carbaldehyde was synthesized by using the concept of chemo- and regioselective Br/Li exchange reaction from 3-bromo-5-propyl-2-((trityloxy)methyl)thiophene. This is a five-step protocol starting from thiophen...

(This article belongs to the Section Organic Synthesis and Biosynthesis)
  • Communication
  • Open Access
4 Citations
17,775 Views
7 Pages

13 October 2021

N-acetylcysteine (NAC) is mainly administrated as a mucolytic medication, antioxidant supplement, antidote in paracetamol overdose, and a drug for the prevention of diabetic kidney disease. Its effect has been investigated for the treatment of severa...

  • Short Note
  • Open Access
4 Citations
3,246 Views
6 Pages

3-[N-(4-Methoxybenzyl)amino]benzo[de]anthracen-7-one

  • Alise Kirilova,
  • Aleksandrs Pučkins,
  • Sergey Belyakov and
  • Elena Kirilova

11 October 2021

Herein, we describe the synthesis of 3-[N-(4-methoxybenzyl)amino]benzo[de]anthracen-7-one via a two-step procedure including 3-aminobenzanthrone condensation with anisaldehyde and following reduction of obtained imine to appropriate amine by sodium b...

(This article belongs to the Section Organic Synthesis and Biosynthesis)
  • Short Note
  • Open Access
2,781 Views
6 Pages

8-[4-(2-Hydroxypropane-2-yl)phenyl]-1,3,4,4,5,7-hexamethyl-4-boron-3a,4a-diaza-S-indacene

  • Anastasiya Zobnina,
  • Alexander Moskalensky and
  • Aleksey Vorob’ev

8 October 2021

During recent years, the BODIPY core became a popular scaffold for designing photoremovable protecting groups (PPG). In this paper, we report the synthesis of a new molecule—8-[4-(2-hydroxypropane-2-yl)phenyl]-1,3,4,4,5,7-hexamethyl-4-boron-3a,4a-dia...

(This article belongs to the Section Organic Synthesis and Biosynthesis)
  • Short Note
  • Open Access
1 Citations
4,866 Views
12 Pages

Naphthalen-2-yl 1-(benzamido(diethoxyphosphoryl)methyl)-1H-1,2,3-triazole-4-carboxylate

  • Serigne Abdou Khadir Fall,
  • Sara Hajib,
  • Oumaima Karai,
  • Salaheddine Boukhssas and ,
  • Younas Aouine,
  • Mohamed Akhazzane,
  • Brahim Labriti,
  • Hassane Faraj and
  • Anouar Alami
  • + 4 authors+ 0 author

4 October 2021

We have previously published new biheterocyclic phospohonic α-amino esters of the 1,2,3-triazole-benzimidazole and 1,2,3-triazole-carbazole type. The aim of the present paper was to describe a new phosponic aminoester bearing a triazole ring substitu...

(This article belongs to the Special Issue Metal-Catalyzed Synthesis)
  • Short Note
  • Open Access
4 Citations
5,250 Views
10 Pages

Synthesis and Characterization of Novel Thiazolidinones and Thioxothiazolidinones Derived from Substituted Indole

  • Nawel Rekiba,
  • Abdelmadjid Benmohammed,
  • Sofiane Khanoussi,
  • Ayada Djafri and
  • Jérôme Thibonnet

30 September 2021

Based on recent discoveries concerning the numerous biological properties of thiazolidinones and thiosemicarbazones, new N-substituted heterocyclic derivatives have been designed by combining the indole ring with thioxothiazolidinone, thiazolidinone...

  • Short Note
  • Open Access
1 Citations
2,958 Views
6 Pages

2,2-Bis(phenylselanyl)-1-(p-tolyl)vinyl 2-Oxo-2-(p-tolyl)acetate

  • Shintaro Kodama,
  • Vu Thai Hung,
  • Tomokazu Saeki,
  • Kei Mihara and ,
  • Yuki Yamamoto,
  • Motohiro Sonoda,
  • Akihiro Nomoto and
  • Akiya Ogawa
  • + 3 authors+ 0 author

28 September 2021

2,2-Bis(phenylselanyl)-1-(p-tolyl)vinyl 2-oxo-2-(p-tolyl)acetate was synthesized via the reaction of p-tolylacetylene with diphenyl diselenide and benzoyl peroxide in benzene under atmospheric conditions. The molecular structure of the synthesized co...

(This article belongs to the Section Organic Synthesis and Biosynthesis)
  • Editorial
  • Open Access
9 Citations
3,640 Views
5 Pages

27 September 2021

Nitrogen constitutes one of the most crucial elements in synthetic compounds, both in organic and in coordination chemistry [...]

(This article belongs to the Special Issue Nitrogen-Containing Molecules: Natural and Synthetic Products Including Coordination Compounds)
  • Short Note
  • Open Access
2 Citations
3,464 Views
6 Pages

5-[4-(tert-Butyl)cyclohexylidene]-2-thioxothiazolidin-4-one

  • Serhii Holota,
  • Andrii Lozynskyi,
  • Yulian Konechnyi,
  • Yulia Shepeta and
  • Roman Lesyk

24 September 2021

The Knoevenagel reaction is an essential synthetic tool in the organic and medicinal chemistry of thiazolidin-4-one derivatives. In the present work, the application of ethylenediamine diacetate (EDDA) as an effective catalyst for the interaction of...

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Molbank - ISSN 1422-8599