Synthesis of 2-Methylbenzimidazole in Continuous Flow: Mechanism of Cu–Pd/(K)γ-Al2O3-Catalyzed Deactivation and Regeneration DOI
Bingcheng Li,

Zheng Cheng,

Xiao Zhang

и другие.

Industrial & Engineering Chemistry Research, Год журнала: 2023, Номер 62(43), С. 17473 - 17482

Опубликована: Окт. 11, 2023

Benzimidazole compounds are a pivotal structure within various pharmaceuticals and possess significant medical value. Utilizing Cu–Pd/γ-Al2O3 as the catalyst, benzimidazole can be synthesized directly from 2-nitroaniline ethanol, offering advantages such readily available starting materials, high efficiency, straightforward process. Modification of catalyst with potassium (K) significantly enhance its catalytic activity. The introduction K into effectively sustains promotes formation active sites CuPd alloy. Furthermore, facilitates dehydrogenation alcohols, thereby expediting overall coupling reaction rate. impact factors space velocity, temperature, pressure, solvent on catalyst's performance was investigated during continuous flow synthesis ethanol ortho-nitroaniline. Additionally, characterization techniques Nitrogen gas adsorption/desorption, TEM, TPD, TPO, XRD, TG were employed to explore deactivation mechanism. research outcomes demonstrate that 5 wt %Cu–5 %Pd/γ-Al2O3 modified exhibited excellent performance, achieving complete conversion ortho-nitroaniline impressive 98.2% selectivity toward 2-methylbenzimidazole under conditions temperature 433 K, pressure MPa, mass velocity 0.28 h–1, water-to-ethanol volume ratio 1:3. Nevertheless, became evident after 42 h operation. Analysis revealed attributed changes in carrier's crystalline phase, coking, trace amounts CO poisoning. deactivated could regained through high-temperature calcination reduction. findings this study provide method for regenerating efficient catalysts "alcohol dehydrogenation-hydrogen transfer-hydrogenation" coupled system.

Язык: Английский

Copper catalysed construction of C-P bond: C-H functionalization DOI

Rajnikant N. Ghoghari,

Kishor H. Chikhalia

Journal of Organometallic Chemistry, Год журнала: 2025, Номер unknown, С. 123512 - 123512

Опубликована: Янв. 1, 2025

Язык: Английский

Процитировано

2
Metal-Free, Visible-Light-Mediated Synthesis of Tetracyclic Benzimidazole: Regioselective C–H Functionalization with In Vitro and Computational Study of Anti-breast Cancer Compounds DOI Creative Commons
Anita Choudhary,

Nachiket Dattatray Garge,

Ala Chandu

и другие.

ACS Omega, Год журнала: 2025, Номер 10(6), С. 5778 - 5794

Опубликована: Фев. 3, 2025

Globally, breast cancer is the leading cause of mortality. Within field antibreast drug design by several compound docking studies, eight new N-containing nonsteroid tetracyclic derivatives have been synthesized via regioselective intramolecular C-H functionalization visible light. The adopted methodology highly efficient, green, and sustainable to unload a pathway with excellent yield. It offers rapid, low-cost, catalyst-free method for creating physiologically active molecules from easily accessible substrates. substances were described using spectroscopic methods like HRMS, 1HNMR, 13CNMR, XRD analysis. This study explores cytotoxic potential novel compounds against human MCF-7 cells. includes in vitro experiments assess effect our on These include cytotoxicity assessment cell cycle, apoptosis, MTT test analysis flow cytometry, reactive oxygen species (ROS) production assessment, etc. Among compounds, 2e exhibited most potent activity, an inhibitory concentration (IC50) 40 nM, surpassing efficacy established drugs such as exemestane (IC50 24.97 micromolar) tamoxifen 5.45 μM). Compound also significantly induced apoptosis cycle arrest G1 phase, increasing apoptotic population 65.97%. Additionally, led marked rise level ROS generation, implicating oxidative stress its mechanism action. Molecular dynamic simulation further supported vigorous anticancer activity 2e, demonstrating promise effective treatment.

Язык: Английский

Процитировано

1
Sodium fluoride-assisted, solvent-controlled regioselective synthesis of 2-substituted and 1,2-disubstituted benzimidazoles with diverse substituents, and unveiling mechanistic insights DOI

C. G. Arya,

Munugala Chandrakanth,

K. Fabitha

и другие.

Journal of Molecular Structure, Год журнала: 2024, Номер 1306, С. 137935 - 137935

Опубликована: Март 2, 2024

Язык: Английский

Процитировано

6
Recent Advances in the Fixation of CO2 into Quinazoline and Benzimidazole DOI

Dhanusha Rajanna,

Puneethkumar M. Srinivasappa,

Allwin Sudhakaran

и другие.

Energy & Fuels, Год журнала: 2024, Номер 38(10), С. 8481 - 8515

Опубликована: Апрель 24, 2024

CO2 is an important component of the atmosphere that helps in balancing Earth's atmospheric temperature and channelizes food cycles. However, increase or decrease concentration will severely affect climate. Particularly, rise levels has immensely contributed to global warming, resulting elevated temperature, altered precipitation patterns, glacier melting, subsequent rises sea levels, impacting human well-being. In response, researchers are exploring strategies capture convert into valuable products, such as methanol, formic acid, organic compounds. synthesis compounds using CO2, like benzimidazole quinazolines, a high impact. Benzimidazole, widely used medicinal chemistry for treating cancer stomach ulcers, also exhibits antiviral antifungal properties. Quinazoline derivatives, essential drugs prazosin doxazosin, have applications post-traumatic stress disorder Alzheimer's disease. These were synthesized mainly environmentally harmful synthons phosgene potassium cyanide. To address both environmental health concerns, delving chemical fixation sustainable green production. Catalysis emerges key principle chemistry, with catalysts reducing activation energy facilitating processes. This review discusses recent state art on development various conversion quinazoline benzimidazole, through homogeneous heterogeneous catalysts. Notably, while lack industrial recyclability, show promise large-scale implementation. comprehensive mechanistic aspects DFT studies understanding better. Toward end, it gives future scope this subject.

Язык: Английский

Процитировано

4
Development of a Benzimidazole‐Based Fluorescent Probe for the Sensitive and Selective Detection of Mercury(II) Ions DOI

Dhanapal Sakthisekaran,

Ravichandran Veerasamy,

N.S. Sangeetha

и другие.

ChemistrySelect, Год журнала: 2025, Номер 10(13)

Опубликована: Март 31, 2025

Abstract In this work, we have synthesized and characterized a new benzimidazole appended Schiffbase‐based fluorescent chemosensor 2‐((1H‐benzo[d]imidazol‐2‐yl)thio)‐N‐(4‐(2‐(2‐(2‐hydroxy‐3‐methoxybenzylidene)hydrazinyl)phenyl)acetamide ( MBIA ) for sensitive selective detection of Hg 2+ ions. the presence ions, shows an immediate turn off response blue fluorescence color change from colorless to pale yellow in DMF‐Water (1:4 v/v) medium. forms strong complex with having binding constant 2.19 ± 0.55 × 10 7 M −1 . From results Job's plot, NMR titration, Mass spectrometric studies DFT reveal stoichiometry ‐ system is 2:1. The Limit (LOD) towards ions 2.80 −7 M. practical utility real sample analysis examined by spiking water samples collected various sources such as tap drinking water. Furthermore, its possesses significant anticancer activity against HeLa (Human cervical cancer cell line) A549 lung adenocarcinoma lines encouraging outcomes. This dual functionality sensing nature probe makes it stand alone work fields both environmental biological chemistry.

Язык: Английский

Процитировано

0
TBTH (Bu3SnH) catalyzed C-H and C-Cl functionalization: Radical cascade cyclization for the construction of tetracyclic benzimidazole derivatives DOI
Annu Choudhary,

Ankit Nagjibhai Shekhada,

Prof. Kishor Chikhalia

и другие.

Journal of Molecular Structure, Год журнала: 2024, Номер 1318, С. 138873 - 138873

Опубликована: Июнь 25, 2024

Язык: Английский

Процитировано

2
One-pot synthesis of 1,3-diazaheterocycles via hydroxylamine hydrochloride activation of anthranilamide/phenylenediamines and DMF derivatives DOI
Baji Baba Shaik, Sachin Balaso Mohite, Sangh Partap

и другие.

Tetrahedron, Год журнала: 2024, Номер 154, С. 133866 - 133866

Опубликована: Фев. 3, 2024

Язык: Английский

Процитировано

1
Benzimidazole and Its Derivatives: Exploring Their Crucial Role in Medicine and Agriculture: A Short Review DOI Creative Commons

Sarah Basil Fawzi Fawzi,

Khalid Zainulabdeen,

Emad Abdul-Hussain Yousif

и другие.

Al-Kitab Journal for Pure Sciences, Год журнала: 2024, Номер 8(02), С. 125 - 137

Опубликована: Июль 11, 2024

Benzimidazole and its structural analogues have garnered significant attention across diverse disciplines, including the fields of medicine agriculture, owing to their remarkable versatility immense potential. This review article aims elucidate multifaceted importance benzimidazole-based compounds derivatives within these spheres. The paper starts by establishing pivotal role benzimidazoles in human health pharmaceutical applications. A comprehensive examination therapeutic utility treating managing various diseases is undertaken, underscoring compounds' potent biological activities clinical relevance. Furthermore, focused on applications as powerful fungicides pesticides agricultural sector. discussion covers mechanistic underpinnings efficacy, formulation challenges, regulatory considerations surrounding deployment agrochemical industry. demonstrate extensive heterocyclic moieties farming. in-depth analysis presented herein intended facilitate a deeper understanding benzimidazole compounds, thus enriching future research development endeavors critical domains.

Язык: Английский

Процитировано

1
Recent advances in meglumine catalyzed organic synthesis: A comprehensive review DOI

Dharti R. Bhandari,

Urvi J. Khengar,

Rajesh H. Vekariya

и другие.

Synthetic Communications, Год журнала: 2024, Номер 54(16), С. 1285 - 1310

Опубликована: Авг. 1, 2024

Meglumine, an amino sugar alcohol compound, has recently emerged as a promising catalyst in various organic transformations due to its unique properties. This review provides comprehensive overview of the applications meglumine synthesis, highlighting their efficiency, versatility, and mechanistic insights. Key examples reactions catalyzed by meglumine, including aldol condensation, Michael addition, Mannich reaction, other one-pot multicomponent condensation reaction are discussed along with pathways synthetic strategies. Additionally, recent advancements future perspectives field explored.

Язык: Английский

Процитировано

1
Iodine-promoted synthesis of CF3-substituted dihydroimidazobenzimidazole and CF3-dihydroimidazoindole via C–N bond formation DOI

Daiki Komatsu,

Kasumi Yamada,

Takeshi Hanamoto

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(33), С. 6762 - 6771

Опубликована: Янв. 1, 2023

The iodine-promoted cyclization of various N-(2-CF3-2-NHTs)ethylbenzimidazoles and N-(2-CF3-2-NHTs)ethylindoles proceeded smoothly efficiently under mild basic conditions. This reaction did not require transition metals afforded the corresponding CF3-dihydroimidazobenzimidazoles CF3-dihydroimidazoindoles in 85-93% 42-82% yields, respectively.

Язык: Английский

Процитировано

2