Copper-promoted C5-selective bromination of 8-aminoquinoline amides with alkyl bromides

• Changdong Shao,
• Chen Ma,
• Li Li,
• Jingyi Liu,
• Yanan Shen,
• Chen Chen,
• Qionglin Yang,
• Tianyi Xu,
• Zhengsong Hu,
• Yuhe Kan and
• Tingting Zhang

Beilstein J. Org. Chem. 2024, 20, 155–161, doi:10.3762/bjoc.20.14

• and organic bromine-containing compounds such as Br2, CuBr, CuBr2, LiBr, NaBr, KBr, HBr, NH4Br, and tetrabutylammonium bromide (TBAB) as halogen sources have been realized (Scheme 1, reaction 1) [11][12][13][14][15][16][17][18][19][20]. Another category of extensively used bromination reagents are

• selective C5-bromination of 8-aminoquinoline amides using carbon tetrabromide and dibromomethane under photo- and electrocatalysis conditions [27][28]. In 2017, Xia and co-workers reported a novel, mild, metal-free, and regioselective bromination of amides, wherein the organic dye eosin Y acted as the

• diluted with ethyl acetate (20 mL) and washed with saturated sodium bicarbonate and brine successively. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified on preparative thin-layer chromatography (PTLC) to afford the desired product 3. Methods for

Perspectives on push–pull chromophores derived from click-type [2 + 2] cycloaddition–retroelectrocyclization reactions of electron-rich alkynes and electron-deficient alkenes

• Michio Yamada

Beilstein J. Org. Chem. 2024, 20, 125–154, doi:10.3762/bjoc.20.13

Visible-light-induced radical cascade cyclization: a catalyst-free synthetic approach to trifluoromethylated heterocycles

• Chuan Yang,
• Wei Shi,
• Jian Tian,
• Lin Guo,
• Yating Zhao and
• Wujiong Xia

Beilstein J. Org. Chem. 2024, 20, 118–124, doi:10.3762/bjoc.20.12

• usually occur under mild conditions, they typically require expensive metal-based photocatalysts or structurally complex organic dyes [18]. Therefore, the development of a photoinduced cascade reaction without the need of additional catalysts or additives remains highly desirable [19]. The introduction of

Photoinduced in situ generation of DNA-targeting ligands: DNA-binding and DNA-photodamaging properties of benzo[c]quinolizinium ions

• Julika Schlosser,
• Olga Fedorova,
• Yuri Fedorov and
• Heiko Ihmels

Beilstein J. Org. Chem. 2024, 20, 101–117, doi:10.3762/bjoc.20.11

• organic solvents (78–20% in MeCN). The quinolizinium derivatives bind to DNA by intercalation with binding constants of 6–11 × 104 M−1, as shown by photometric and fluorimetric titrations as well as by CD- and LD-spectroscopic analyses. These ligand–DNA complexes can also be established in situ upon

• [7], quinoxalines [8], naphthalimides [9], phenanthridines [10], cyanines [11], or indoles [12], as well as metal-organic complexes [13], and several others [1][2][4]. In this context, benzoquinolizinium derivatives and resembling polycyclic azoniahetarenes are an established class of DNA-binding

• turn oxidizes the DNA bases [46]. As a result, various classes of photosensitizers [47][48][49] have been established, for example, porphyrins [50], chlorins [51], phthalocyanines [52], porphycenes [53], metal-organic complexes [54][55][56], dye aggregates [57], as well as nano-drug carriers and metal

Multi-redox indenofluorene chromophores incorporating dithiafulvene donor and ene/enediyne acceptor units

• Christina Schøttler,
• Kasper Lund-Rasmussen,
• Line Broløs,
• Philip Vinterberg,
• Ema Bazikova,
• Viktor B. R. Pedersen and
• Mogens Brøndsted Nielsen

Beilstein J. Org. Chem. 2024, 20, 59–73, doi:10.3762/bjoc.20.8

• Sciences, Beijing, China 10.3762/bjoc.20.8 Abstract Large donor–acceptor scaffolds derived from polycyclic aromatic hydrocarbons (PAHs) with tunable HOMO and LUMO energies are important for several applications, such as organic photovoltaics. Here, we present a large selection of PAHs based on central

• ) and Lawesson’s reagent (23.1 mg, 57.0 μmol) in anhydrous, N2-degassed toluene (20 mL) was heated to reflux for 21 h. The reaction mixture was then allowed to cool to rt, diluted with toluene (50 mL), washed with 1 M NaOH (3 × 50 mL), and then with H2O (3 × 50 mL). The organic phase was dried over

Using the phospha-Michael reaction for making phosphonium phenolate zwitterions

• Matthias R. Steiner,
• Max Schmallegger,
• Larissa Donner,
• Johann A. Hlina,
• Christoph Marschner,
• Judith Baumgartner and
• Christian Slugovc

Beilstein J. Org. Chem. 2024, 20, 41–51, doi:10.3762/bjoc.20.6

• powerful tool for performing organic reactions [1] and polymerizations [2]. In this context phosphines have proven to be potent Lewis-base catalysts [3][4] for a variety of reactions [5], including but not limited to Rauhut–Currier [6], Morita–Baylis–Hillman [7], and Michael reactions [8][9][10]. In all

NMRium: Teaching nuclear magnetic resonance spectra interpretation in an online platform

• Luc Patiny,
• Hamed Musallam,
• Alejandro Bolaños,
• Michaël Zasso,
• Julien Wist,
• Metin Karayilan,
• Eva Ziegler,
• Johannes C. Liermann and
• Nils E. Schlörer

Beilstein J. Org. Chem. 2024, 20, 25–31, doi:10.3762/bjoc.20.4

• and published in the area of organic chemistry has been almost unchanged over the last five decades, in spite of tremendous experimental progress [1]. Only in specialized (sub)disciplines of NMR (e.g., biomolecular and metabolomic applications), adequate handling of spectral data has been adapted or

• is currently under development [2][3][4][5]. A fundamental portion of the aforementioned misadjustment roots in outdated manners of teaching NMR: Besides the fact that 2D experiments play only a minor role in published routine analyses of organic molecules [6][7][8][9][10][11], the way to provide

• web-based workflow to process, display, evaluate, and assign NMR data for small, organic molecules. It allows local handling of data (only web, but no cloud) and includes training data sets that can be used as exercises: All data loading and processing is done in the user's web browser and do not

Cycloaddition reactions of heterocyclic azides with 2-cyanoacetamidines as a new route to C,N-diheteroarylcarbamidines

• Pavel S. Silaichev,
• Tetyana V. Beryozkina,
• Vsevolod V. Melekhin,
• Valeriy O. Filimonov,
• Andrey N. Maslivets,
• Vladimir G. Ilkin,
• Wim Dehaen and
• Vasiliy A. Bakulev

Beilstein J. Org. Chem. 2024, 20, 17–24, doi:10.3762/bjoc.20.3

• Pavel S. Silaichev Tetyana V. Beryozkina Vsevolod V. Melekhin Valeriy O. Filimonov Andrey N. Maslivets Vladimir G. Ilkin Wim Dehaen Vasiliy A. Bakulev Department of Organic Chemistry, Perm State University, 15 Bukireva st., Perm 614990, Russia TOS Department, Ural Federal University, 19 Mira st

• -sulfonylamidines selectively [17]. The following screening of organic (Table 1, entries 2‒7 and 8) and inorganic (Table 1, entry 10) bases at room temperature revealed that using DBU resulted in the highest yield of triazole 3a. Analysis of experiments with 100 mol %, 120 mol %, and 80 mol % of DBU (Table 1

• , entries 2‒7) showed that the use of 100 mol % of DBU is optimal for the selective synthesis of triazole 3a in high yield (Table 1, entries 4 and 5). A study of the reaction medium revealed that common organic solvents are highly efficient for this cascade reaction (Table 1, entries 1‒11). Among the

Synthesis of N-acyl carbazoles, phenoxazines and acridines from cyclic diaryliodonium salts

• Nils Clamor,
• Mattis Damrath,
• Thomas J. Kuczmera,
• Daniel Duvinage and
• Boris J. Nachtsheim

Beilstein J. Org. Chem. 2024, 20, 12–16, doi:10.3762/bjoc.20.2

• Nils Clamor Mattis Damrath Thomas J. Kuczmera Daniel Duvinage Boris J. Nachtsheim Institute for Organic and Analytical Chemistry, University of Bremen, Leobener Straße 7, D-28359 Bremen, Germany Institute for Inorganic and Crystallographic Chemistry, University of Bremen, Leobener Straße 7, 28359

• fluorophors, previously shown to exhibit strong organic phosphorescence when mixed with specific additives [1][2][3][4][5]. Carbazole units are also found in drugs and natural products. They are also used in electrochemistry and as reagents in transamidation reactions [6][7][8][9][10][11][12]. The traditional

Identification of the p-coumaric acid biosynthetic gene cluster in Kutzneria albida: insights into the diazotization-dependent deamination pathway

• Seiji Kawai,
• Akito Yamada,
• Yohei Katsuyama and
• Yasuo Ohnishi

Beilstein J. Org. Chem. 2024, 20, 1–11, doi:10.3762/bjoc.20.1

• Inc. (Shiga, Japan). Primers were purchased from Thermo Fisher Scientific (Waltham, MA, USA). Chemicals for the enzymatic assay were purchased from Sigma-Aldrich (St. Louis, MO, USA). Chemicals for organic synthesis were purchased from Tokyo Chemical Industry (Tokyo, Japan). 3-Aminocoumaric acid (3

1-Butyl-3-methylimidazolium tetrafluoroborate as suitable solvent for BF₃: the case of alkyne hydration. Chemistry vs electrochemistry

• Marta David,
• Elisa Galli,
• Richard C. D. Brown,
• Marta Feroci,
• Fabrizio Vetica and
• Martina Bortolami

Beilstein J. Org. Chem. 2023, 19, 1966–1981, doi:10.3762/bjoc.19.147

• complex organic compounds, widely used both in organic chemistry and in electrochemistry as raw materials for the preparation of different molecules of pharmaceutical and industrial interest [1][2][3][4][5][6][7][8][9]. Among the different organic transformations involving alkynes, their hydration is a

• well-known and useful reaction in organic chemistry, affording carbonyl compounds based on an atom-economical approach. Indeed, the addition of water to the triple bond of a terminal alkyne leads to the formation of the corresponding methyl ketone or aldehyde, in the case of Markovnikov or anti

• classical volatile and, in some cases, toxic organic solvents, such as dioxane, tetrahydrofuran, methanol, dichloromethane or 1,2-dichloroethane. The efficiency of the reported catalysts and of the examined reaction conditions are variable according to the alkynes considered and, nowadays, the

Construction of diazepine-containing spiroindolines via annulation reaction of α-halogenated N-acylhydrazones and isatin-derived MBH carbonates

• Xing Liu,
• Wenjing Shi,
• Jing Sun and
• Chao-Guo Yan

Beilstein J. Org. Chem. 2023, 19, 1923–1932, doi:10.3762/bjoc.19.143

• the synthesis of spirooxindole derivatives continues to be a highly active subject in organic synthesis [31][32][33][34][35]. In recent years, the readily available isatin-derived Morita–Baylis–Hillman (MBH) carbonates have become one of the most powerful reagents for the construction of diverse

• nitrile of isatin 2a as standard reaction. The main experiments are briefly summarized in Table 1. At first, the reaction in DCM in the presence of common organic bases such as DMAP, DABCO, or DBU gave the expected spiro[indoline-3,5'-[1,2]diazepine] 3a in low to moderate yields (Table 1, entries 1–3

Beyond n-dopants for organic semiconductors: use of bibenzo[d]imidazoles in UV-promoted dehalogenation reactions of organic halides

• Kan Tang,
• Megan R. Brown,
• Chad Risko,
• Melissa K. Gish,
• Garry Rumbles,
• Phuc H. Pham,
• Oana R. Luca,
• Stephen Barlow and
• Seth R. Marder

Beilstein J. Org. Chem. 2023, 19, 1912–1922, doi:10.3762/bjoc.19.142

• ; reduction; reductive dimerization; Introduction Reductive dehalogenation reactions of organic halides can be used in organic synthesis as a means of generating carbon-centered radical or anion intermediates and could have relevance to the treatment of waste halogenated polymers. While such reactions can be

• to initiate the coupling of aryl halides and arenes [5]. However, even relatively easily reduced organic halides have sufficiently cathodic reduction potentials (e.g., ca. −1.6 V and −1.8 vs ferrocenium/ferrocene (FeCp2+/0) for diethyl bromomalonate [6] and 4-iodotoluene, see Table 2, respectively

• of alkyl halides, RX, by CoCp2 (Cp = η5-cyclopentadienyl; E = −1.3 V vs FeCp2+/0), gives CoCp2+ and X−, but the organic radicals R• react with another molecule of CoCp2 to afford CoCp(η4-C5H5R) [7]. In some cases, issues of reductant air sensitivity can be circumvented by the use of photocatalysts in

Anion–π catalysis on carbon allotropes

• M. Ángeles Gutiérrez López,
• Mei-Ling Tan,
• Giacomo Renno,
• Augustina Jozeliūnaitė,
• J. Jonathan Nué-Martinez,
• Javier Lopez-Andarias,
• Naomi Sakai and
• Stefan Matile

Beilstein J. Org. Chem. 2023, 19, 1881–1894, doi:10.3762/bjoc.19.140

• M. Angeles Gutierrez Lopez Mei-Ling Tan Giacomo Renno Augustina Jozeliunaite J. Jonathan Nue-Martinez Javier Lopez-Andarias Naomi Sakai Stefan Matile Department of Organic Chemistry, University of Geneva, Geneva, Switzerland 10.3762/bjoc.19.140 Abstract Anion–π catalysis, introduced in 2013

• . Currently, anion–π catalysis on carbon allotropes gains momentum because the combination with electric-field-assisted catalysis promises transformative impact on organic synthesis. Keywords: anion–π interactions; autocatalysis; catalysis; carbon nanotubes; Diels–Alder reactions; electric-field-induced

• [3][4][17][18][19][20][21][22][23][24][25][26][27][28][29][30][31], this combination has the potential to revolutionize organic catalysis [32][33][34][35][36][37][38][39][40][41][42][43]. These high expectations have never been realized for technical reasons. However, recent breakthroughs suggest

Aromatic systems with two and three pyridine-2,6-dicarbazolyl-3,5-dicarbonitrile fragments as electron-transporting organic semiconductors exhibiting long-lived emissions

• Karolis Leitonas,
• Brigita Vigante,
• Dmytro Volyniuk,
• Audrius Bucinskas,
• Pavels Dimitrijevs,
• Sindija Lapcinska,
• Pavel Arsenyan and
• Juozas Vidas Grazulevicius

Beilstein J. Org. Chem. 2023, 19, 1867–1880, doi:10.3762/bjoc.19.139

• Organic Synthesis, Aizkraukles 21, LV-1006, Riga, Latvia 10.3762/bjoc.19.139 Abstract The pyridine-3,5-dicarbonitrile moiety has gained significant attention in the field of materials chemistry, particularly in the development of heavy-metal-free pure organic light-emitting diodes (OLEDs). Extensive

• research on organic compounds exhibiting thermally activated delayed fluorescence (TADF) has led to numerous patents and research articles. This study focuses on the synthesis and investigation of the semiconducting properties of polyaromatic π-systems containing two and three fragments of pyridine-2,6

• compounds. In general, polyaromatic π-systems with pyridine-3,5-dicarbonitrile fragments demonstrate promising potential for use in organic electronic devices, such as OLEDs. Keywords: charge transport; intramolecular charge transfer; photophysical properties; pyridine-3,5-dicarbonitrile; Introduction The

Thienothiophene-based organic light-emitting diode: synthesis, photophysical properties and application

• Recep Isci and
• Turan Ozturk

Beilstein J. Org. Chem. 2023, 19, 1849–1857, doi:10.3762/bjoc.19.137

• triphenylamine as donor and dimesitylboron as acceptor linked through a thieno[3,2-b]thiophene (TT) π-conjugated linker bearing a 4-MeOPh group, was designed, synthesized, and fabricated as an emitter via a solution process for an organic light-emitting diode (OLED) application. DMB-TT-TPA (8) exhibited

• ; Introduction In recent years, organic electronics have become very attractive due to their various advantages such as high flexibility, easy designability, low fabrication cost, easy processing and large-scale fabrication [1][2][3][4]. Especially in display technology, organic-based materials have found use in

• many applications such as OLEDs, micro-LEDs, LCDs, lasers, and photodiodes by applying thin film methods and solution processes [5][6][7][8]. The performance of organic electronics is based on the active layer composition as well as the fabrication methods and processing parameters. The organic active

A novel recyclable organocatalyst for the gram-scale enantioselective synthesis of (S)-baclofen

• Gyula Dargó,
• Dóra Erdélyi,
• Balázs Molnár,
• Péter Kisszékelyi,
• Zsófia Garádi and
• József Kupai

Beilstein J. Org. Chem. 2023, 19, 1811–1824, doi:10.3762/bjoc.19.133

• Gyula Dargo Dora Erdelyi Balazs Molnar Peter Kisszekelyi Zsofia Garadi Jozsef Kupai Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3., H-1111 Budapest, Hungary Department of Pharmacognosy, Semmelweis University, Üllői út. 26, H-1085

• organocatalysts is well-established in several organic reactions, including but not limited to aldol reactions [6], Michael additions [9], Mannich reactions [10], aza-Henry reactions [11], and Diels–Alder cycloadditions [12][13]. Although the benefits of organocatalysts are undoubted, their synthesis is often a

• achieved, for example, by immobilizing the catalysts to a solid support [15], e.g., silica gel [16][17][18], organic polymers [19][20][21], magnetic nanoparticles [22][23], or by membrane separation, e.g., using organic solvent nanofiltration (OSN) [24][25][26], which methods can be easily implemented in

Synthetic approach to 2-alkyl-4-quinolones and 2-alkyl-4-quinolone-3-carboxamides based on common β-keto amide precursors

• Yordanka Mollova-Sapundzhieva,
• Plamen Angelov,
• Danail Georgiev and
• Pavel Yanev

Beilstein J. Org. Chem. 2023, 19, 1804–1810, doi:10.3762/bjoc.19.132

• Yordanka Mollova-Sapundzhieva Plamen Angelov Danail Georgiev Pavel Yanev Department of Organic Chemistry, University of Plovdiv Paisii Hilendarski, 24 Tsar Asen Str., 4000 Plovdiv, Bulgaria Department of Biochemistry and Microbiology, University of Plovdiv Paisii Hilendarski, 24 Tsar Asen Str

Recent advancements in iodide/phosphine-mediated photoredox radical reactions

• Tinglan Liu,
• Yu Zhou,
• Junhong Tang and
• Chengming Wang

Beilstein J. Org. Chem. 2023, 19, 1785–1803, doi:10.3762/bjoc.19.131

• Tinglan Liu Yu Zhou Junhong Tang Chengming Wang Department of Chemistry, Jinan University, Guangzhou 511443, P. R. China UNITEST, Weifang 261000, P. R. China 10.3762/bjoc.19.131 Abstract Photoredox catalysis plays a crucial role in contemporary synthetic organic chemistry. Since the

• groundbreaking work of Shang and Fu on photocatalytic decarboxylative alkylations in 2019, a wide range of organic transformations, such as alkylation, alkenylation, cyclization, amination, iodination, and monofluoromethylation, have been progressively achieved using a combination of iodide and PPh3. In this

• , numerous remarkable breakthroughs and notable progresses have been achieved in the realm of photoredox catalysis [1][2][3]. This domain has profoundly transformed modern organic synthesis, resulting in a considerable surge in research efforts centered on free radical reactions [4]. Presently, photoredox

Active-metal template clipping synthesis of novel [2]rotaxanes

• Cătălin C. Anghel,
• Teodor A. Cucuiet,
• Niculina D. Hădade and
• Ion Grosu

Beilstein J. Org. Chem. 2023, 19, 1776–1784, doi:10.3762/bjoc.19.130

• Catalin C. Anghel Teodor A. Cucuiet Niculina D. Hadade Ion Grosu Babeș-Bolyai University, Faculty of Chemistry and Chemical Engineering, Supramolecular Organic and Organometallic Chemistry Centre, 11 Arany Janos Str., RO-400028-Cluj-Napoca, Romania University of Bucharest, Faculty of Chemistry

• ; Department of Organic Chemistry, Biochemistry and Catalysis, Research Centre of Applied Organic Chemistry, 90-92 Panduri Street, RO-050663 Bucharest, Romania 10.3762/bjoc.19.130 Abstract Mechanically interlocked molecules (MIMs) have been important synthetic targets in supramolecular chemistry due to their

• NaN3 (1.40 g, 21.56 mmol, 6 equiv) were dissolved in MeCN (100 mL) and toluene (50 mL) in a round-bottom flask. The mixture was refluxed until reaction completion as monitored by TLC. Upon cooling, water was added (100 mL) and the compound was extracted with DCM (3 × 75 mL). The combined organic phases

Selectivity control towards CO versus H₂ for photo-driven CO₂ reduction with a novel Co(II) catalyst

• Lisa-Lou Gracia,
• Philip Henkel,
• Olaf Fuhr and
• Claudia Bizzarri

Beilstein J. Org. Chem. 2023, 19, 1766–1775, doi:10.3762/bjoc.19.129

• Lisa-Lou Gracia Philip Henkel Olaf Fuhr Claudia Bizzarri Institute of Organic Chemistry (IOC), Karlsruhe Institute of Technology (KIT), Kaiserstrasse 12, 76131 Karlsruhe, Germany Institute of Nanotechnology (INT), Karlsruhe Institute of Technology (KIT), Kaiserstrasse 12, 76131 Karlsruhe, Germany

• . Thus, aiming at enhancing the catalytic activity, we performed some additional photocatalytic tests, upon the addition of different concentrations of 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP). This alcohol has interesting physical and chemical properties, and, being well miscible with many organic

Charge carrier transport in perylene-based and pyrene-based columnar liquid crystals

• Alessandro L. Alves,
• Simone V. Bernardino,
• Carlos H. Stadtlober,
• Edivandro Girotto,
• Giliandro Farias,
• Rodney M. do Nascimento,
• Sergio F. Curcio,
• Thiago Cazati,
• Marta E. R. Dotto,
• Juliana Eccher,
• Leonardo N. Furini,
• Hugo Gallardo,
• Harald Bock and
• Ivan H. Bechtold

Beilstein J. Org. Chem. 2023, 19, 1755–1765, doi:10.3762/bjoc.19.128

• ; columnar liquid crystal; organic electronics; perylene; pyrene; Introduction Conjugated organic molecules have been widely investigated due to their interesting transport properties and promising applications as active layer in organic photovoltaics (OPVs), organic field effect transistors (OFETs

• ), organic light-emitting diodes (OLEDs) and sensors [1][2]. Columnar liquid crystals are attractive due to their solution processability and their self-organization in highly anisotropic supramolecular architectures, which favors the mainly one-dimensional migration of charge carriers with an anisotropy of

• -shifted in the film. These results indicate molecular π-stacking aggregation and excimer formation on the films [2]. The PL in film was obtained as a function of temperature (Figure 4). The observed reduction of the PL intensity on heating is expected for organic semiconductors due to self-quenching

Trifluoromethylated hydrazones and acylhydrazones as potent nitrogen-containing fluorinated building blocks

• Zhang Dongxu

Beilstein J. Org. Chem. 2023, 19, 1741–1754, doi:10.3762/bjoc.19.127

• of several diseases [28][29][30]. They have also been applied in the field of materials science, especially for the synthesis of metal and covalent organic frameworks, dyes, hole-transporting materials and sensors, and in dynamic combinatorial chemistry [31], indicating a wide applicability

• /trifluoromethylated organic molecules is equally attractive and proven to be important. Generally, the reaction of trifluoroacetaldehyde hydrazones with N-chloro- and N-bromosuccinimide is used to prepare trifluoromethylated hydrazonoyl halides (Scheme 8a), or alternatively trichloroisocyanuric acid (TCCA) can be

• reactions and indicate their potential offering an efficient approach to fluoroalkylated heterocycles in drug design. Trifluoromethylated acylhydrazonoes Acylhydrazones are a well-established class of organic compounds with the –CONH–N=CH– structure, and some variants show potential pesticidal and

Unprecedented synthesis of a 14-membered hexaazamacrocycle

• Anastasia A. Fesenko and
• Anatoly D. Shutalev

Beilstein J. Org. Chem. 2023, 19, 1728–1740, doi:10.3762/bjoc.19.126

• Anastasia A. Fesenko Anatoly D. Shutalev N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., 119991 Moscow, Russian Federation 10.3762/bjoc.19.126 Abstract The transformation of 3-[(ethoxymethylene)amino]-1-methyl-1H-pyrazole-4-carbonitrile into the 14

• with a noticeable increase in the macrocycle yield up to 41% (Table 1, entries 20 and 21). The extremely poor solubility of product 5 in most organic solvents allowed to purify it from all admixtures, including byproduct 6, by a single crystallization from boiling DMF. Thus, pure product 5 was prepared

Effects of the aldehyde-derived ring substituent on the properties of two new bioinspired trimethoxybenzoylhydrazones: methyl vs nitro groups

• Dayanne Martins,
• Roberta Lamosa,
• Talis Uelisson da Silva,
• Carolina B. P. Ligiero,
• Sérgio de Paula Machado,
• Daphne S. Cukierman and
• Nicolás A. Rey

Beilstein J. Org. Chem. 2023, 19, 1713–1727, doi:10.3762/bjoc.19.125

• Inorgânica, Universidade do Estado do Rio de Janeiro (UERJ), Rio de Janeiro, 20950-000, Brazil 10.3762/bjoc.19.125 Abstract N-Acylhydrazones are a versatile class of organic compounds with a diversity of potential applications. In this study, two new structure-related 3,4,5-trimethoxybenzoyl-containing N

• organic light-emitting diodes (OLEDs) [9][10][11]. Moreover, studies involving N-acylhydrazonic derivatives have highlighted their suitability for the treatment of pathologies associated with infection and/or inflammation [12][13][14][15][16][17]. Antimicrobial activity is one of the most frequently