Journal Description
Molbank
Molbank
is an international, peer-reviewed, open access journal comprised of a unique collection of one-compound-per-paper short notes on synthetic compounds and natural products published quarterly online by MDPI.
- Open Access— free for readers, with article processing charges (APC) paid by authors or their institutions.
- High Visibility: indexed within Scopus, ESCI (Web of Science), Reaxys, CAPlus / SciFinder, and other databases.
- Rapid Publication: manuscripts are peer-reviewed and a first decision is provided to authors approximately 13.9 days after submission; acceptance to publication is undertaken in 3.8 days (median values for papers published in this journal in the first half of 2024).
- Recognition of Reviewers: reviewers who provide timely, thorough peer-review reports receive vouchers entitling them to a discount on the APC of their next publication in any MDPI journal, in appreciation of the work done.
Impact Factor:
0.6 (2023)
Latest Articles
(R)-2-Amino-1-hydroxyethylphosphonic Acid
Molbank 2024, 2024(4), M1888; https://doi.org/10.3390/M1888 - 26 Sep 2024
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(R)-2-Amino-1-hydroxyethylphosphonic acid 2 was prepared by hydrolytic kinetic resolution of rac-diethyl oxiran-2-ylphosphonate followed by reaction with benzylamine, acid hydrolysis, catalytic hydrogenolysis, and anion-exchange chromatography. Recrystallization from water-ethanol gave pure 2, which was characterized by IR, 1H NMR, 13
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(R)-2-Amino-1-hydroxyethylphosphonic acid 2 was prepared by hydrolytic kinetic resolution of rac-diethyl oxiran-2-ylphosphonate followed by reaction with benzylamine, acid hydrolysis, catalytic hydrogenolysis, and anion-exchange chromatography. Recrystallization from water-ethanol gave pure 2, which was characterized by IR, 1H NMR, 13C NMR, 31P NMR, polarimetry, elemental microanalysis, high-resolution mass spectrometry, and single-crystal X-ray diffraction. The acid 2 crystallized in the orthorhombic noncentrosymmetric space group P212121 with cell parameters a = 6.303 (2) Å, b = 7.104 (2) Å, c = 11.627 (3) Å. The X-ray crystal structure confirmed the (R)-configuration of 2 and revealed that 2 is zwitterionic in the solid state, with extensive intermolecular hydrogen bonding between the hydroxyl, ammonium cation, and phosphonate anion groups.
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Open AccessShort Note
Bis [4,4′-(1,3-Phenylenebis(azanylylidene))-bis(3,6-di-tert-butyl-2-oxycyclohexa-2,5-dien-1-one)-bis(dimethylsulfoxide)nickel(II)]
by
Irina N. Meshcheryakova, Nikolay O. Druzhkov, Ilya A. Yakushev, Kseniya V. Arsenyeva, Anastasiya V. Klimashevskaya and Alexandr V. Piskunov
Molbank 2024, 2024(4), M1890; https://doi.org/10.3390/M1890 - 26 Sep 2024
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A new cage-like dimeric nickel(II) complex Ni2L2(DMSO)4 based on a ditopic redox-active hydroxy-para-iminobenzoquinone type ligand LH2 (L is 4,4′-(1,3-phenylene-bis(azaneylylidene))-bis(3,6-di-tert-butyl-2-oxycyclohexa-2,5-dien-1-one dianion) was synthesized in DMSO at 120 °C. The molecular structure of
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A new cage-like dimeric nickel(II) complex Ni2L2(DMSO)4 based on a ditopic redox-active hydroxy-para-iminobenzoquinone type ligand LH2 (L is 4,4′-(1,3-phenylene-bis(azaneylylidene))-bis(3,6-di-tert-butyl-2-oxycyclohexa-2,5-dien-1-one dianion) was synthesized in DMSO at 120 °C. The molecular structure of the synthesized compound was determined by X-ray diffraction analysis. The complex Ni2L2(DMSO)4 is almost insoluble in all organic solvents, probably due to the presence of a large number of intermolecular contacts in its structure. The electronic spectrum and thermal stability of the crystalline compound have been studied.
Full article
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Open AccessShort Note
Methyl 6,7-Difluoro-2-[(4-fluorobenzyl)sulfanyl]-4-hydroxyquinoline-3-carboxylate
by
Vladimir A. Potapov, Irina A. Novokshonova, Maxim V. Musalov, Svetlana V. Amosova and Oleg A. Rakitin
Molbank 2024, 2024(4), M1889; https://doi.org/10.3390/M1889 - 26 Sep 2024
Abstract
A convenient synthesis of a novel fluoroquinolone precursor, methyl 6,7-difluoro-2-[(4-fluorobenzyl)sulfanyl]-4-hydroxyquinoline-3-carboxylate, at a 78% yield starting from 3,4-difluorophenyl isothiocyanate was developed. The structure of the product was established by 1H, 13C, and 19F NMR spectroscopy, mass spectrometry, IR spectroscopy and confirmed
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A convenient synthesis of a novel fluoroquinolone precursor, methyl 6,7-difluoro-2-[(4-fluorobenzyl)sulfanyl]-4-hydroxyquinoline-3-carboxylate, at a 78% yield starting from 3,4-difluorophenyl isothiocyanate was developed. The structure of the product was established by 1H, 13C, and 19F NMR spectroscopy, mass spectrometry, IR spectroscopy and confirmed by elemental analysis. The title compound, containing the pharmacophoric 4-fluorobenzyl group, will be used in the synthesis of novel fluoroquinolone derivatives.
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(This article belongs to the Section Organic Synthesis)
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Open AccessShort Note
Ac-[K-Aib-C(3,9-Acm; 6,12-DFLC(Acm)KKESEK)]4-NH2
by
Vasiliki Moulasioti, Evgenia Fotou, Vassilios Moussis and Vassilios Tsikaris
Molbank 2024, 2024(4), M1887; https://doi.org/10.3390/M1887 - 25 Sep 2024
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Chemoselective reactions have played a crucial role in the development of high-molecular-weight (>3000 Da) macromolecules with a branched architecture, particularly as peptides and epitope-based vaccines have emerged as promising tools for drug development. Based on this, in this study, we designed and synthesized
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Chemoselective reactions have played a crucial role in the development of high-molecular-weight (>3000 Da) macromolecules with a branched architecture, particularly as peptides and epitope-based vaccines have emerged as promising tools for drug development. Based on this, in this study, we designed and synthesized the peptide macromolecule CH3CO-[K-Aib-C(3,9-CH2NHCOCH3; 6,12-DFLC(CH2NHCOCH3)KKESEK)]4-NH2 [Ac-K-Aib-C(3,9-Acm); 6,12-epitope)]4-NH2] using chemoselective thioether bond formation between the peptide carrier CPSOC (3,9 Acm) and the IAc-DFLC(Acm)KKESEK-NH2 peptide epitope. The conjugate was purified via RP-HPLC and characterized via HR-ESI-MS. The epitope D128FLCKKESEK137 derives from the lethal toxin, ammodytoxin A, from the V. ammodytes snake species, and it was synthesized using the SPPS Fmoc/tBu methodology and characterized via HR-ESI-MS and NMR techniques.
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Open AccessCommunication
Synthesis and Characterization of N-Nitroso-3-morpholinosydnonimine as NO Radical Donor
by
Nathalie Saffon-Merceron, Christian Lherbet and Pascal Hoffmann
Molbank 2024, 2024(4), M1886; https://doi.org/10.3390/M1886 - 24 Sep 2024
Abstract
N-Nitroso-3-morpholinosydnonimine 3 was prepared by nitrosation of SIN-1 and characterized by 1H-NMR, 13C-NMR, and HRMS. Its structure, confirmed by single crystal X-ray diffraction analysis, was found to be in agreement with its mesoionic and aromatic character. Unlike 3-morpholino-sydnonimine (SIN-1), which
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N-Nitroso-3-morpholinosydnonimine 3 was prepared by nitrosation of SIN-1 and characterized by 1H-NMR, 13C-NMR, and HRMS. Its structure, confirmed by single crystal X-ray diffraction analysis, was found to be in agreement with its mesoionic and aromatic character. Unlike 3-morpholino-sydnonimine (SIN-1), which releases both nitric oxide and superoxide radical, decomposition of this nitrosylated sydonimine could yield nitric oxide as the only decomposition product, and thus without the formation of toxic peroxynitrite.
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(This article belongs to the Section Organic Synthesis)
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Open AccessShort Note
2-Methylpropan-2-ammonium [(3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-heptanoate
by
Ioana-Georgeta Grosu, Alexandru Turza, Xenia Filip and Maria-Olimpia Miclaus
Molbank 2024, 2024(3), M1885; https://doi.org/10.3390/M1885 - 24 Sep 2024
Abstract
Pravastatin is a popular statin agent with applications in the treatment of cardiovascular diseases for patients with an abnormal lipid panel. The starting form of pravastatin is amorphous and following recrystallization, it becomes a crystalline solid with tert-butylamine salt molecules embedded within the
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Pravastatin is a popular statin agent with applications in the treatment of cardiovascular diseases for patients with an abnormal lipid panel. The starting form of pravastatin is amorphous and following recrystallization, it becomes a crystalline solid with tert-butylamine salt molecules embedded within the lattice. Its molecular and crystal structure were elucidated based on single-crystal X-ray diffraction and characterized by ss-NMR.
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(This article belongs to the Section Structure Determination)
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Open AccessShort Note
4-(10-Phenyl-9-Anthracenyl)-1,2-Benzenediol
by
Nicola Edwards and Kelsey Harris
Molbank 2024, 2024(3), M1884; https://doi.org/10.3390/M1884 - 23 Sep 2024
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The title compound, 4-(10-phenyl-9-anthracenyl)-1,2-benzenediol, was synthesized using a two-step protocol. In the first step, 9-phenyl,10-bromoanthracene was coupled to 3,4-dimethoyphenylboronic acid by employing Pd(PPh3)4 as the catalyst and potassium carbonate as the base. Methoxy group removal was effected using HBr in
[...] Read more.
The title compound, 4-(10-phenyl-9-anthracenyl)-1,2-benzenediol, was synthesized using a two-step protocol. In the first step, 9-phenyl,10-bromoanthracene was coupled to 3,4-dimethoyphenylboronic acid by employing Pd(PPh3)4 as the catalyst and potassium carbonate as the base. Methoxy group removal was effected using HBr in the presence of acetic acid in the second step. Overall, two novel 9,10-diphenylanthracence-based compounds were synthesized in this work; standard spectroscopic techniques and high-resolution mass spectrometry were employed in their characterization. The photophysical properties of these compounds are also reported. These compounds are potentially useful as sensors, catalysts and building blocks for larger architectures.
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Supplementary material:
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Supplementary File 1 (PDF, 6565 KiB)
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Open AccessCommunication
Thiazolylketol Acetates as Glycosyl Donors: Stereoselective Synthesis of a C-Ketoside
by
Clark Ferrari, Alessandro Dondoni and Alberto Marra
Molbank 2024, 2024(3), M1883; https://doi.org/10.3390/M1883 - 23 Sep 2024
Abstract
We have already proven that thiazolylketol acetates, synthetised by addition of 2-lithiothiazole to sugar lactones followed by acetylation, are efficient glycosyl donors in the presence of O-, N-, and P-nucleophiles. We describe here their first use in the C-glycosidation using
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We have already proven that thiazolylketol acetates, synthetised by addition of 2-lithiothiazole to sugar lactones followed by acetylation, are efficient glycosyl donors in the presence of O-, N-, and P-nucleophiles. We describe here their first use in the C-glycosidation using trimetylsilyl cyanide as the acceptor in order to prepare, after thiazole-to-formyl unmasking and reduction, the corresponding C-ketosides.
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(This article belongs to the Section Organic Synthesis)
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Open AccessCommunication
The Effects of Ceric Ammonium Nitrate in the Oxidation of 2-Benzyl-1,4-dimethoxybenzene Derivatives
by
Marcello Casertano, Anna Aiello, Marialuisa Menna and Concetta Imperatore
Molbank 2024, 2024(3), M1882; https://doi.org/10.3390/M1882 - 16 Sep 2024
Abstract
The one- or two-electron reduction in quinone compounds gives rise to semiquinones and hydroquinones, respectively, which, in turn, can be oxidized back to quinones, generating a cyclic redox system with the production of reactive oxygen species (ROS). For these reasons, quinone derivatives participate
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The one- or two-electron reduction in quinone compounds gives rise to semiquinones and hydroquinones, respectively, which, in turn, can be oxidized back to quinones, generating a cyclic redox system with the production of reactive oxygen species (ROS). For these reasons, quinone derivatives participate in various biological processes in metabolic pathways, such as oxidative reactions and electron transport. In addition, natural quinone compounds as well as their semisynthetic and/or synthetically produced derivatives are of great pharmacological interest for the discovery and design of new drugs. As a result, their chemical reactivity as well as new methods for their synthesis are being investigated on an ongoing basis. Herein, a mild and efficient synthesis to obtain 2-(4-benzyl substituted)-1,4-dimethoxybenzene derivatives is reported. In addition, an evaluation of the effects on the quinone/diquinone ratio in the reaction product in relation to different ways of adding the oxidant CAN to the arene solution is discussed.
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(This article belongs to the Section Organic Synthesis)
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Open AccessShort Note
rel-(2R,3S)-2-((Diphenylmethylene)amino)-5-oxo-5-phenyl-3-(thiophen-2-yl)pentanenitrile
by
Donka N. Tasheva and Vesela M. Mihaylova
Molbank 2024, 2024(3), M1881; https://doi.org/10.3390/M1881 - 11 Sep 2024
Abstract
The reaction of 2-((diphenylmethylene)amino)acetonitrile with (E)-1-phenyl-3-(thiophen-2-yl)prop-2-en-1-one was performed by using 33% NaOH in CH3CN for 30 min at 0 °C. The main product—rel-(2R,3S)-2-((diphenylmethylene)amino)-5-oxo-5-phenyl-3-(thiophen-2-yl)pentanenitrile—was isolated and characterized by IR, 1H NMR, 13C NMR, 1H-1H COSY, and high-resolution mass spectrometry (HRMS).
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(This article belongs to the Section Organic Synthesis)
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Supplementary material:
Supplementary File 1 (ZIP, 225 KiB)
Supplementary File 2 (MOL, 3 KiB)
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Open AccessCommunication
The Crystal Structures of Some Bromo-Derivatives of the DPPH Stable Free Radical
by
Adela F. Dobre, Augustin M. Madalan and Petre Ionita
Molbank 2024, 2024(3), M1880; https://doi.org/10.3390/M1880 - 10 Sep 2024
Abstract
Bromination of the 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical with bromine or N-bromo-succinimide (NBS) affords a complex mixture of bromo- and nitro-derivatives of the starting material. In this study, by chromatographic separation, most of the reaction products were isolated. Suitable crystals for X-ray measurements
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Bromination of the 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical with bromine or N-bromo-succinimide (NBS) affords a complex mixture of bromo- and nitro-derivatives of the starting material. In this study, by chromatographic separation, most of the reaction products were isolated. Suitable crystals for X-ray measurements were obtained and characterized for the compounds 2-p-bromophenyl-2-phenyl-1-picrylhydrazyl free radical (Br-DPPH), 2-p-bromophenyl-2-phenyl-1-picrylhydrazine (Br-DPPH-H), and 2,2-(p-bromophenyl)-1-(2-bromo-4,6-dinitrophenyl)hydrazine (Br2-DPPBr-H).
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(This article belongs to the Section Structure Determination)
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Supplementary File 1 (PDF, 809 KiB)
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Open AccessCommunication
Synthesis of Novel Sulfonamide Derivatives Featuring 1-(Methylsulfonyl)-4-(2,3,4-Trimethoxybenzyl)Piperazine Core Structures
by
Iliyan Ivanov, Stanimir Manolov, Dimitar Bojilov, Diyana Dimitrova and Paraskev Nedialkov
Molbank 2024, 2024(3), M1879; https://doi.org/10.3390/M1879 - 9 Sep 2024
Abstract
Herein we report the synthesis of three novel sulfonamide derivatives of trimetazidine—medication primarily used to treat angina pectoris. The new compounds have been fully characterized with their melting point, 1H- and 13C-NMR, UV, and mass spectrometry. The collected data confirm the
[...] Read more.
Herein we report the synthesis of three novel sulfonamide derivatives of trimetazidine—medication primarily used to treat angina pectoris. The new compounds have been fully characterized with their melting point, 1H- and 13C-NMR, UV, and mass spectrometry. The collected data confirm the successful synthesis and structural integrity of the new molecules.
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(This article belongs to the Section Organic Synthesis)
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Open AccessCommunication
2,3-Dihydrobenzo[e][1,3]oxazin-4-one
by
R. Alan Aitken, David B. Cordes, Mhairi R. Kinahan and Aidan P. McKay
Molbank 2024, 2024(3), M1878; https://doi.org/10.3390/M1878 - 5 Sep 2024
Abstract
The title compound and its hydroxymethyl precursor have been fully characterised for the first time. The IR spectra, fully assigned 1H and 13C NMR spectra, and X-ray structures are presented for both compounds. Both compounds form hydrogen-bonded dimers in the crystal structures.
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(This article belongs to the Section Structure Determination)
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Open AccessCommunication
Attempted Synthesis of the Pseudomonas aeruginosa Metabolite 2-Benzyl-4(1H)-quinolone and Formation of 3-Methylamino-2-(2-nitrobenzoyl)-4H-naphthalen-1-one as an Unexpected Product
by
Plamen Angelov, Yordanka Mollova-Sapundzhieva and Paraskev Nedialkov
Molbank 2024, 2024(3), M1877; https://doi.org/10.3390/M1877 - 29 Aug 2024
Abstract
The unusual reactivity of key enamine intermediates led to the formation of 3-methylamino-2-(2-nitrobenzoyl)-4H-naphthalen-1-one as an unexpected product in an attempted synthesis of the P. aeruginosa metabolite 2-benzyl-4(1H)-quinolone. Although the synthesis of the natural product has not been successful, this
[...] Read more.
The unusual reactivity of key enamine intermediates led to the formation of 3-methylamino-2-(2-nitrobenzoyl)-4H-naphthalen-1-one as an unexpected product in an attempted synthesis of the P. aeruginosa metabolite 2-benzyl-4(1H)-quinolone. Although the synthesis of the natural product has not been successful, this methodology allows for the easy preparation of novel derivatives carrying a carboxamide moiety at the C3 position.
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(This article belongs to the Section Organic Synthesis)
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Open AccessCommunication
Synthesis of Diastereomeric 2,6-bis{[3-(2-Hydroxy-5-substitutedbenzyl)octahydro-1H-benzimidazol-1-yl]methyl}-4-substituted Phenols (R = Me, OMe) by Mannich-Type Tandem Reactions
by
Diego Quiroga, Jaime Ríos-Motta and Augusto Rivera
Molbank 2024, 2024(3), M1876; https://doi.org/10.3390/M1876 - 28 Aug 2024
Abstract
The synthesis and characterization of two novel diastereomeric Mannich bases was carried out from the reaction of the cyclic aminal (2R,7R,11S,16S)-1,8,10,17-tetraazapentacyclo[8.8.1.1.8,170.2,70.11,16]icosane 1 and p-cresol 2a and 4-methoxyphenol 2b
[...] Read more.
The synthesis and characterization of two novel diastereomeric Mannich bases was carried out from the reaction of the cyclic aminal (2R,7R,11S,16S)-1,8,10,17-tetraazapentacyclo[8.8.1.1.8,170.2,70.11,16]icosane 1 and p-cresol 2a and 4-methoxyphenol 2b in a water/dioxane mixture. The title compounds (4a–b) are interesting because bearing two 3-(2-hydroxy-5-substitutedbenzyl)octahydro-1H-benzimidazol-1-yl]methyl} substituents joined to an arenol ring. The formation of these new Mannich bases in the reaction mixture can be explained by aminomethylation of previously reported di-Mannich base 2,2′-((hexahydro-1H-benzo[d]imidazole-1,3(2H)-diyl)bis(methylene))bis(4-substituentphenol) 3a–b. NMR analysis demonstrated that compounds 4a–b were formed as diastereomeric mixtures. Subsequent experiments revealed that at longer reaction times, the percentage yield of these new products increased considerably (yield percentages up to 22–27%), suggesting a nucleophilic competition between the p-substituted phenols and Mannich bases of type 3 for aminal 1.
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(This article belongs to the Section Organic Synthesis)
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Open AccessShort Note
(R/S)-Ethyl 2-Acetoxy-4-phenyl-4H-chromene-3-carboxylate
by
Nevena I. Petkova-Yankova, Ana I. Koleva and Rositca D. Nikolova
Molbank 2024, 2024(3), M1875; https://doi.org/10.3390/M1875 - 26 Aug 2024
Abstract
A simple protocol for the preparation of O-acylated enol form (R/S)-ethyl-2-acetoxy-4-phenyl-4H-chromene-3-carboxylate 5 was presented. The compound was characterized by 1H-, 13C-and DEPT135 NMR spectra, including {1H,1H} COSY, {1H,13C} HSQC, {1
[...] Read more.
A simple protocol for the preparation of O-acylated enol form (R/S)-ethyl-2-acetoxy-4-phenyl-4H-chromene-3-carboxylate 5 was presented. The compound was characterized by 1H-, 13C-and DEPT135 NMR spectra, including {1H,1H} COSY, {1H,13C} HSQC, {1H,13C} HMBC, and 2D-NOESY spectra. The preferred regioselectivity for O-acylation of 3,4-dihydrocoumarin 5 in the presence of substituent in the 4th position in the chroman ring and accounting for the steric hindrance of the ester group in the 3rd place was confirmed.
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(This article belongs to the Section Organic Synthesis)
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Open AccessShort Note
8-(2-Methoxyphenyl)-6-methyl-2-(1-methyl-1H-benzo[d]imidazol-2-yl)quinoline
by
Maria Ivanova, Joana Zaharieva, Martin Tsvetkov, Vesela Lozanova, Bernd Morgenstern and Rumen Lyapchev
Molbank 2024, 2024(3), M1874; https://doi.org/10.3390/M1874 - 21 Aug 2024
Abstract
For very first time, we report the synthesis of 8-(2-methoxyphenyl)-6-methyl-2-(1-methyl-1H-benzo[d]imidazol-2-yl)quinoline 1. This was achieved in several steps, including usage of the Suzuki reaction for functionalization of 2-(1H-benzo[d]imidazol-2-yl)quinoline moiety. The new compound exhibits blue fluorescence. Its structure was confirmed
[...] Read more.
For very first time, we report the synthesis of 8-(2-methoxyphenyl)-6-methyl-2-(1-methyl-1H-benzo[d]imidazol-2-yl)quinoline 1. This was achieved in several steps, including usage of the Suzuki reaction for functionalization of 2-(1H-benzo[d]imidazol-2-yl)quinoline moiety. The new compound exhibits blue fluorescence. Its structure was confirmed with 1D and 2D NMR spectroscopy, IR spectroscopy, high-resolution mass spectrometry and X-ray analysis.
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(This article belongs to the Section Organic Synthesis)
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Supplementary material:
Supplementary File 1 (PDF, 3093 KiB)
Supplementary File 2 (INCHI, 1 KiB)
Supplementary File 3 (MOL, 3 KiB)
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Supplementary File 6 (INCHI, 1004 B)
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Supplementary File 1 (PDF, 3093 KiB)
Supplementary File 2 (INCHI, 1 KiB)
Supplementary File 3 (MOL, 3 KiB)
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Supplementary File 29 (MOL, 4 KiB)
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Supplementary File 40 (MOL, 4 KiB)
Open AccessCommunication
Synthesis and Antimicrobial Evaluation of 2-[2-(9H-Fluoren-9-ylidene)hydrazin-1-yl]-1,3-thiazole Derivatives
by
Kazimieras Anusevičius, Ignė Stebrytė and Povilas Kavaliauskas
Molbank 2024, 2024(3), M1872; https://doi.org/10.3390/M1872 - 19 Aug 2024
Abstract
Fluorenyl-hydrazonothiazole derivatives 2–7 were synthesized by the Hantzsch reaction from 2-(9H-fluoren-9-ylidene)hydrazine-1-carbothioamide (1) and the corresponding α-halocarbonyl compounds in THF or 1,4-dioxane solvent. A base catalyst is not necessary for synthesising thiazoles, but it can shorten the reaction time. The
[...] Read more.
Fluorenyl-hydrazonothiazole derivatives 2–7 were synthesized by the Hantzsch reaction from 2-(9H-fluoren-9-ylidene)hydrazine-1-carbothioamide (1) and the corresponding α-halocarbonyl compounds in THF or 1,4-dioxane solvent. A base catalyst is not necessary for synthesising thiazoles, but it can shorten the reaction time. The antimicrobial properties of all synthesized compounds were screened for multidrug-resistant microorganism strains. The minimum inhibitory concentration of the tested compounds against Gram-positive bacteria and fungi was higher than 256 μg/mL, but several compounds had activity against Gram-positive strains.
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(This article belongs to the Collection Heterocycle Reactions)
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Open AccessShort Note
3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic Acid
by
Edoardo Armano, Alessandro Giraudo, Camillo Morano, Marco Pallavicini and Cristiano Bolchi
Molbank 2024, 2024(3), M1873; https://doi.org/10.3390/M1873 - 19 Aug 2024
Abstract
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3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic acid, a novel 2,3-disubstituted benzodioxin, was prepared from readily available 1,4-benzodioxin-2-carboxylic acid by lithiation at C(3) and a reaction with the electrophile ethyl chloroformate. The analytical characterization of the product was performed via IR, 1H-NMR, 13C-NMR, HRMS, and HPLC-UV. Due
[...] Read more.
3-Ethoxycarbonyl-1,4-benzodioxin-2-carboxylic acid, a novel 2,3-disubstituted benzodioxin, was prepared from readily available 1,4-benzodioxin-2-carboxylic acid by lithiation at C(3) and a reaction with the electrophile ethyl chloroformate. The analytical characterization of the product was performed via IR, 1H-NMR, 13C-NMR, HRMS, and HPLC-UV. Due to the unsymmetrically disubstituted unsaturation, the obtained monoester of 1,4-benzodioxin-2,3-dicarboxylic acid is a building block of great potential in the synthesis of a variety of compounds containing the benzodioxin or benzodioxane scaffold.
Full article
Figure 1
Open AccessShort Note
3-((λ3-Oxidanylidene)(propylamino)methyl)-2-ethoxybenzo[e]-[1,2]oxaphosphinine-2-oxide
by
Ana I. Koleva, Nevena I. Petkova-Yankova and Rositca D. Nikolova
Molbank 2024, 2024(3), M1870; https://doi.org/10.3390/M1870 - 19 Aug 2024
Abstract
A method for the simple preparation of 2-ethoxy-N-propylbenzo[e][1,2]oxaphosphinine-3-carboxamide 2-oxide via an ultrasound technique using catalytic amounts of CuI is reported. The formation of the amide could indicate the isomerization of the formed E-alkene intermediate to its Z-form, assisted by the sonication
[...] Read more.
A method for the simple preparation of 2-ethoxy-N-propylbenzo[e][1,2]oxaphosphinine-3-carboxamide 2-oxide via an ultrasound technique using catalytic amounts of CuI is reported. The formation of the amide could indicate the isomerization of the formed E-alkene intermediate to its Z-form, assisted by the sonication irradiation, and such transformation under the presented conditions has not been previously reported in the literature.
Full article
(This article belongs to the Section Organic Synthesis)
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