Academic literature on the topic 'Benzoxazole – Synthesis'

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Journal articles on the topic "Benzoxazole – Synthesis"

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Özil, Musa, and Emre Menteşe. "Microwave-assisted Synthesis of Benzoxazoles Derivatives." Current Microwave Chemistry 7, no. 3 (December 30, 2020): 183–95. http://dx.doi.org/10.2174/2213335607999200518094114.

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Background: Benzoxazole, containing a 1,3-oxazole system fused with a benzene ring, has a profound effect on medicinal chemistry research owing to its important pharmacological activities. On the other hand, the benzoxazole derivative has exhibited important properties in material science. Especially in recent years, microwave-assisted synthesis is a technique that can be used to increase diversity and quick research in modern chemistry. The utilization of microwave irradiation is beneficial for the synthesis of benzoxazole in recent years. In this focused review, we provide a metaanalysis of studies on benzoxazole in different reaction conditions, catalysts, and starting materials by microwave technique so far, which is different from conventional heating. Methods: Synthesis of different kind of benzoxazole derivatives have been carried out by microwave irradiation. The most used method to obtain benzoxazoles is the condensation of 2-aminophenol or its derivatives with aldehydes, carboxylic acids, nitriles, isocyanates, and aliphatic amines. Results: Benzoxazole system and its derivatives have exhibited a broad range of pharmacological properties. Thus, many scientists have remarked on the importance of the synthesis of different benzoxazole derivatives. Conventional heating is a relatively inefficient and slow method to convey energy in orientation to the reaction medium. However, the microwave-assisted heating technique is a more effective interior heating by straight coupling of microwave energy with the molecules. Conclusion: In this review, different studies were presented on the recent details accessible in the microwave- assisted techniques on the synthesis of the benzoxazole ring. It presents all examples of such compounds that have been reported from 1996 to the present. Benzoxazoles showed an extensive class of chemical substances not only in pharmaceutical chemistry but also in dyestuff, polymer industries, agrochemical, and optical brighteners. Thus the development of fast and efficient achievement of benzoxazoles with a diversity of substituents in high yield is getting more noteworthy. As shown in this review, microwave-assisted synthesis of benzoxazoles is a very effective and useful technique.
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Journal, Baghdad Science. "Synthesis of Some Heterocyclic Compounds Derived from 2-Mercapto Benzoxazole." Baghdad Science Journal 10, no. 3 (September 1, 2013): 766–78. http://dx.doi.org/10.21123/bsj.10.3.766-778.

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New series of 2-mecapto benzoxazole derivatives (1-20) incorporated into fused to different nitrogen and suphur containing heterocyclic were prepared from 2-meracpto benzoxazole, when treated with hydrazine hydrate to afford 2-hydrazino benzoxazol (1). Compound (1) converted to a variety of pyridazinone andphthalazinone derivatives (2-4) by reaction with different carboxylic anhydride. Also, reaction of (1) with phenyl isothiocyanate and ethyl chloro acetate afforded 3-phenyl-1,3-thiazolidin-2,4-dione-2-(benzoxazole-2-yl-hydrazone) (6). Azomethines (7-10) were prepared through reaction of (1) with aromatic aldehyde, then (7, 8) converted to thaizolidinone derivatives (11, 12). Treatment of (1) with active methylene compounds afforded derivative (13). Reaction of (1) with CS2 and NaOH gave 1,2,4-triazole derivative (14). Treatment of (1) with p-bromophenancyl bromide afforded another 1,2,4-triazole (15). The reaction of 2-mercapto benzoxazole with chloro acetic acid gave (16) followed by refluxing (16) with ortho-amino aniline giving benzimidazol (17). Moreover, the reaction of 2-mercapto benzoxazole with ethyl chloroacetate afforded (18), and then reaction of (18) with thiosemicarbazide and 4% NaOH leads to ring closure giving 1,2,4-triazole derivative (20). All compounds were confirmed by their melting point, FT-IR, UV-Vis spectra and 1H-NMR spectra for some of them.
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Imramovsky, Ales, Jan Kozic, Matus Pesko, Jirina Stolarikova, Jarmila Vinsova, Katarina Kralova, and Josef Jampilek. "Synthesis and Antimycobacterial and Photosynthesis-Inhibiting Evaluation of 2-[(E)-2-Substituted-ethenyl]-1,3-benzoxazoles." Scientific World Journal 2014 (2014): 1–11. http://dx.doi.org/10.1155/2014/705973.

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A series of twelve 2-[(E)-2-substituted-ethenyl]-1,3-benzoxazoles was designed. All the synthesized compounds were tested against three mycobacterial strains. The compounds were also evaluated for their ability to inhibit photosynthetic electron transport (PET) in spinach (Spinacia oleraceaL.) chloroplasts. 2-[(E)-2-(4-Methoxyphenyl)ethenyl]-1,3-benzoxazole, 2-[(E)-2-(2,3-dihydro-1-benzofuran-5-yl)ethenyl]-1,3-benzoxazole and 2-{(E)-2-[4-(methylsulfanyl)phenyl]ethenyl}-1,3-benzoxazole showed the highest activity againstM. tuberculosis,M. kansasii,andM. avium, and they demonstrated significantly higher activity againstM. aviumandM. kansasiithan isoniazid. The PET-inhibiting activity of the most activeortho-substituted compound 2-[(E)-2-(2-methoxyphenyl)ethenyl]-1,3-benzoxazole was IC50= 76.3 μmol/L, while the PET-inhibiting activity ofpara-substituted compounds was significantly lower. The site of inhibitory action of tested compounds is situated on the donor side of photosystem II. The structure-activity relationships are discussed.
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Glamočlija, Una, Subhash Padhye, Selma Špirtović-Halilović, Amar Osmanović, Elma Veljović, Sunčica Roca, Irena Novaković, et al. "Synthesis, Biological Evaluation and Docking Studies of Benzoxazoles Derived from Thymoquinone." Molecules 23, no. 12 (December 12, 2018): 3297. http://dx.doi.org/10.3390/molecules23123297.

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Thymoquinone (TQ), a natural compound with antimicrobial and antitumor activity, was used as the starting molecule for the preparation of 3-aminothymoquinone (ATQ) from which ten novel benzoxazole derivatives were prepared and characterized by elemental analysis, IR spectroscopy, mass spectrometry and NMR (1H, 13C) spectroscopy in solution. The crystal structure of 4-methyl-2-phenyl-7-isopropyl-1,3-benzoxazole-5-ol (1a) has been determined by X-ray diffraction. All compounds were tested for their antibacterial, antifungal and antitumor activities. TQ and ATQ showed better antibacterial activity against tested Gram-positive and Gram-negative bacterial strains than benzoxazoles. ATQ had the most potent antifungal effect against Candida albicans, Saccharomyces cerevisiae and Aspergillus brasiliensis. Three benzoxazole derivatives and ATQ showed the highest antitumor activities. The most potent was 2-(4-fluorophenyl)-4-methyl-7-isopropyl-1,3-benzoxazole-5-ol (1f). Western blot analyses have shown that this compound inhibited phosphorylation of protein kinase B (Akt) and Insulin-like Growth Factor-1 Receptor (IGF1R β) in HeLa and HepG2 cells. The least toxic compound against normal fibroblast cells, which maintains similar antitumor activities as TQ, was 2-(4-chlorophenyl)-4-methyl-7-isopropyl-1,3-benzoxazole-5-ol (1e). Docking studies indicated that 1e and 1f have significant effects against selected receptors playing important roles in tumour survival.
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Staniszewska, Monika, Łukasz Kuryk, Aleksander Gryciuk, Joanna Kawalec, Marta Rogalska, Joanna Baran, Edyta Łukowska-Chojnacka, and Anna Kowalkowska. "In Vitro Anti-Candida Activity and Action Mode of Benzoxazole Derivatives." Molecules 26, no. 16 (August 18, 2021): 5008. http://dx.doi.org/10.3390/molecules26165008.

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A newly synthetized series of N-phenacyl derivatives of 2-mercaptobenzoxazole, including analogues of 5-bromo- and 5,7-dibromobenzoxazole, were screened against Candida strains and the action mechanism was evaluated. 2-(1,3-benzoxazol-2-ylsulfanyl)-1-(4-bromophenyl)ethanone (5d), 2-(1,3-benzoxazol-2-ylsulfanyl)-1-(2,3,4-trichloro-phenyl)ethanone (5i), 2-(1,3-benzoxazol-2-ylsulfanyl)-1-(2,4,6-trichlorophenyl)ethanone (5k) and 2-[(5-bromo-1,3-benzoxazol-2-yl)sulfanyl]-1-phenylethanone (6a) showed anti-C. albicans SC5314 activity, where 5d displayed MICT = 16 µg/mL (%R = 100) and a weak anti-proliferative activity against the clinical strains: C. albicans resistant to azoles (Itr and Flu) and C. glabrata. Derivatives 5k and 6a displayed MICP = 16 µg/mL and %R = 64.2 ± 10.6, %R = 88.0 ± 9.7, respectively, against the C. albicans isolate. Derivative 5i was the most active against C. glabrata (%R = 53.0 ± 3.5 at 16 µg/mL). Benzoxazoles displayed no MIC against C. glabrata. Benzoxazoles showed a pleiotropic action mode: (1) the total sterols content was perturbed; (2) 2-(1,3-benzoxazol-2-ylsulfanyl)-1-(3,4-dichlorophenyl)ethanol and 2-(1,3-benzoxazol-2-ylsulfanyl)-1-(2,3,4-trichlorophenyl)ethanol (8h–i) at the lowest fungistatic conc. inhibited the efflux of the Rho123 tracker during the membrane transport process; (3) mitochondrial respiration was affected/inhibited by the benzoxazoles: 2-(1,3-benzoxazol-2-ylsulfanyl)-1-(4-chlorophenyl)ethanol and 2-(1,3-benzoxazol-2-ylsulfanyl)-1-(4-bromophenyl)ethanol 8c–d and 8i. Benzoxazoles showed comparable activity to commercially available azoles due to (1) the interaction with exogenous ergosterol, (2) endogenous ergosterol synthesis blocking as well as (3) membrane permeabilizing properties typical of AmB. Benzoxazoles display a broad spectrum of anti-Candida activity and action mode towards the membrane without cross-resistance with AmB; furthermore, they are safe to mammals.
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Kumar, Dinesh, Santosh Rudrawar, and Asit K. Chakraborti. "One-Pot Synthesis of 2-Substituted Benzoxazoles Directly from Carboxylic Acids." Australian Journal of Chemistry 61, no. 11 (2008): 881. http://dx.doi.org/10.1071/ch08193.

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Methanesulfonic acid has been found to be a highly effective catalyst for a convenient and one-pot synthesis of 2-substituted benzoxazoles by the reaction of 2-aminophenol with acid chlorides, generated in situ from carboxylic acids. Aryl, heteroaryl, and arylalkyl carboxylic acids provided excellent yields of the corresponding benzoxazoles. The reaction conditions were compatible with various substituents such as chloro, bromo, nitro, methoxy, cyclopentyloxy, phenoxy, thiophenoxy, and conjugated double bonds. Benzoxazole formation was found to be general with respect to substituted 2-aminophenols.
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Aruna, G., Ravindra Kulkarni, Baswaraj Machaa, Malathi Jojula, Shravan Gunda, and G. Achaiah. "Design, Synthesis and Evaluation of Aryloxybenzylidene Hydrazinyl-Benzoxazoles/Benzothiazoles Analogs as Antimycobacterial Agents." Asian Journal of Organic & Medicinal Chemistry 5, no. 3 (2020): 185–91. http://dx.doi.org/10.14233/ajomc.2020.ajomc-p272.

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Substituted 2-(2-(4-aryloxybenzylidene)hydrazinyl)benzothiazole/benzoxazoles series were designed through molecular hybridization and synthesized in condensation reaction of hydrazinylbenzothiazole/ benzoxazole with substituted aryloxy benzaldehydes. All the synthesized compounds were assigned structure based on spectral data and were evaluated for antimycobacterial activity. Among both benzothiazole and benzoxazole derivatives, the compounds 8f and 9e were found to show most potent antitubercular activity with MIC value of 0.89 and 0.92 μM which are on a par with those of standard antitubercular drugs. In order to know the binding interactions of all the compounds were docked within the mycobacterial pantothenate synthetase, which showed interactions with Asp88, Arg200, Ser196, Asn199, Met 195 and Lys 160 of pantothenate synthetase.
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Yang, Po, and Yi Gu. "Synthesis of a novel benzoxazine containing benzoxazole structure." Chinese Chemical Letters 21, no. 5 (May 2010): 558–62. http://dx.doi.org/10.1016/j.cclet.2009.12.012.

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Abdelgawad, Mohamed A., Mohammad M. Al-Sanea, Mohamed A. Zaki, Enas I. A. Mohamed, Shabana I. Khan, Babu L. Tekwani, Amar G. Chittiboyina, et al. "New Benzoxazole Derivatives as Antiprotozoal Agents: In Silico Studies, Synthesis, and Biological Evaluation." Journal of Chemistry 2021 (March 3, 2021): 1–11. http://dx.doi.org/10.1155/2021/6631868.

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Background. Benzoxazole derivatives have different biological activities. In pursuit of designing novel chemical entities with antiprotozoal and antimicrobial activities, benzoxazolyl aniline was utilized as a privileged scaffold of a series of (3-benzoxazole-2-yl) phenylamine derivatives, 3-benzoxazoloyl acetamide, and butyramide derivatives. Methods. These novel analogs were synthesized in straightforward simple chemistry without any quantitative chromatographic separations in reasonable yields. The biological evaluation of all target compounds as potential antimalarial, antileishmanial, antitrypanosomal, and antimicrobial agents was performed by various well-established cell-based methods. Results. Compounds 6d and 5a showed promising biological screening data. The amidation of 3-benzoxazolyl aniline 1 with the chloroacetyl functional group resulted in a good antimalarial activity and showed moderate inhibitory activities against leishmanial and trypanosomal spp. Moreover, chloroacetyl functionalization of benzoxazolyl aniline serves as a good early goal for constructing and synthesizing new antimicrobial and antiprotozoal agents. The molecular docking study rationalizes the relative inhibitory activity of compound 5a as an antimalarial agent with the deregulation of PfPNP activity which has emerged as a major mechanism of these targets.
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Rostom, Sherif, Hesharn Fahmy, and Manal Ssaudi. "Synthesis and in vitro Anti-HIV Screening of Certain 2-(Benzoxazol-2-ylamino)-3H-4-oxopyrimidines." Scientia Pharmaceutica 71, no. 2 (April 14, 2003): 57–74. http://dx.doi.org/10.3797/scipharm.aut-03-08.

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Intensive efforts are underway worldwide to develop chemotherapeutic agents effective against HIV, the etiological agent of AIDS. In this view, it was designed to synthesize and investigate the anti-HIV activity of some new 2-(benzoxazol-2-ylamino)-3H-4-oxopyrimidines following the lead benzoxazole (L 697, 661), which was reported to inhibit the spread of the HIV infection by 95 % in MT4 cell culture. Only the 2-(benzoxazol-2-ylarnino)-6-hydroxy-3H-4-oxopyrdine 8 (NSC 722448) was confirmed to exhibit moderate in vitro anti-HIV activity (percentage of protection 76.83 %).
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Dissertations / Theses on the topic "Benzoxazole – Synthesis"

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Kleinhans, Dewald Johannes. "Studies in the synthesis of benzoxazole compounds." Thesis, Stellenbosch : Stellenbosch University, 2015. http://hdl.handle.net/10019.1/97900.

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Thesis (PhD)--Stellenbosch University, 2015.
ENGLISH ABSTRACT: Benzoxazoles are an important class of π-electron-excessive, benzene-fused heterocyclic compounds found in natural products and display a wide range of pharmacological applications. It is therefore a widely used starting scaffold for drug and agrochemical discovery programs. Other applications include: chiral auxiliaries in asymmetric reactions, chiral receptors for the resolution of racemic mixtures, fluorescent whitening dyes, various photochromic materials and as ligands for a wide range of catalytic reactions. Due to our interests in resorcinarenes, we came across 4-hydroxybenzoxazoles, a structural motif that has not been explored as potential asymmetric ligands. In this thesis it was attempted to investigate the synthesis, functionalisation and coordination chemistry of these compound class and finally look at a method of synthesising chiral 4-hydroxybenzoxazoles from amino acids. A small library of achiral 4-hydroxybenzoxazoles were synthesised in good yields. These compounds were then reacted with various transition metals, of which only the Pd-salts proved to return any usable compounds. The first structural evidence of the bonding of 4- hydroxybenzoxazoles was recorded from single crystal X-ray diffraction analysis of the coordination compounds that formed. Different coordination modes were recorded, depending on the ligand and the Pd-salt used. The PdCl2 compounds were also tested for catalytic activity with a Heck reaction, showing good conversions for the reaction between iodobenzene and styrene to form stilbene. Further examination pointed to the ligands playing an insignificant role in the reaction and the products possibly due to only the PdCl2’s reactivity. During this period it was also attempted to functionalise the phenol group with P(III) groups and repeat the coordination and catalytic studies. Efforts to synthesise these compounds were not successful, with oxidation of the P(III) to P(V) groups or degradation of these compounds. Efforts to synthesise these via phosphorous protection, utilising BH3 or the in situ trapping of the compounds with transition metals, were also not successful. During the trapping experiments the phosphinite and Pd-salt formed a re-arranged product that is a known and useful catalyst on its own. Finally a small library of chiral benzoxazoles and 4-hydroxybenzoxazoles were synthesised, starting from amino acids and utilising a Mitsunobu reaction to perform the ring closing. Antimicrobial tests with these compounds did not return any appreciable results.
AFRIKAANSE OPSOMMING: Bensoksasool is 'n belangrike klas van π-elektron-ryk, benseen-saamgesmelte heterosikliese verbindings wat in natuurlike produkte voorkom en 'n wye verskeidenheid van farmakologiese funksies vertoon. Dit is dus 'n baie algemene basis struktuur vir dwelm- en landbouchemiese ontdekkings programme. Ander gebruike sluit in: chirale ligande in asimmetriese reaksies, chirale reseptore vir die resolusie van rasemiese mengsels, fluoresserende verwittings kleurstowwe, verskeie fotochromiese materiaal en as ligande vir 'n wye verskeidenheid van katalitiese reaksies. As gevolg van ons belangstelling in resorsinarene, het ons op 'n strukturele motief afgekom wat nog nie ondersoek is as potensiële asimmetriese ligande nie, die 4- hidroksiebensoksasole. In hierdie tesis is gepoog om die sintese, funksionalisering en koördinasie chemie van hierdie klas verbindings te ondersoek en uiteindelik 'n metode te ontwikkel om die sintese van chirale 4-hidroksiebensoksasole vanaf aminosure te bewerkstellig. 'n Klein biblioteek van achirale 4-hidroksiebensoksasole was gesintetiseer in goeie opbrengste. Hierdie verbindings was toe behandel met verskeie oorgangsmetale, waarvan slegs die Pdsoute enige bruikbare verbindings gevorm het. Die eerste strukturele bewyse van die binding van die 4-hidroksiebensoksasole is aangeteken met behulp van enkelkristal X-straaldiffraksie ontleding van die koördinasieverbindings wat gevorm is. Verskillende koördinasie mode is aangeteken, afhangende van die ligand en die Pd-sout wat gebruik was. Die PdCl2 verbindings is ook vir katalitiese aktiwiteit met 'n Heck reaksie getoets. Die reaksie het baie goeie omskakeling gewys vir die reaksie tussen iodobenseen en stireen na stilbeen. Verdere ondersoeke het getoon dat die ligande nie ‘n beduidende rol in die reaksie speel nie en die produkte moontlik slegs as gevolg van die PdCl2 se reaktiwiteit is. Gedurende hierdie tydperk was daar ook probeer om die fenol groep met P(III) groepe te funksionaliseer. Met die uitgangstowwe sou die koördinering en katalitiese studies herhaal word. Pogings om hierdie verbindings te sintetiseer was nie suksesvol nie, met oksidasie van die P(III) na P(V) groepe of afbreking van hierdie verbindings. Pogings om dit te sintetiseer via fosfor beskermingstegnieke, deur gebruik te maak van BH3 of die in situ vasvang van die verbindings met oorgangsmetale, was ook nie suksesvol nie. Gedurende die vasvang eksperimente het die fosfien en PdCl2 ‘n herrangskikkings-produk gevorm wat op sy eie ‘n bekende en nuttige katalisator is. Ten slotte was 'n klein biblioteek van chirale bensoksasole en 4-hidroksiebensoksasole gesintetiseer, vanaf aminosure. Om die ringsluiting te bewerkstellig was ‘n Mitsunobu reaksie gebruik. Antimikrobiese toetse met hierdie verbindings het nie enige noemenswaardige resultate opgelewer nie.
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Park, Joonwon. "Synthesis and molecular control of star-like poly-2,4-benzoxazole." Thesis, Georgia Institute of Technology, 1992. http://hdl.handle.net/1853/8656.

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Avant, Lavern Marshall. "Synthesis and characterization of a cross-digitated poly (2,5-Benzoxazole) (ABPBO)." Thesis, Georgia Institute of Technology, 1995. http://hdl.handle.net/1853/8464.

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Bi, Xiaoman bi. "Synthesis and Characterization of Novel Fluorescent Sensors Based on Terpyridine, Benzoxazole and Benzothiazole Chromophores." University of Akron / OhioLINK, 2018. http://rave.ohiolink.edu/etdc/view?acc_num=akron1512743963248758.

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Njaria, Paul Magutu. "Antimycobacterial 2-aminoquinazolinones and benzoxazole-based oximes: synthesis, biological evaluation, physicochemical profiling and supramolecular derivatization." Doctoral thesis, University of Cape Town, 2017. http://hdl.handle.net/11427/26954.

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Tuberculosis (TB) is a life-threatening infectious disease caused by Mycobacterium tuberculosis (Mtb). Globally, TB is a major public health burden with an estimated 10.4 million new cases and 1.8 million deaths reported in 2015. Although TB is curable, the treatment options currently available are beset by numerous shortcomings such as lengthy and complex treatment regimens, drug-drug interactions, drug toxicities, as well as emergence of widespread multi-drug resistance. Therefore, there is an urgent and compelling need to develop new, more effective, safer drugs with novel mechanisms of action, and which are capable of shortening treatment duration. This study focused on hit-to-lead optimization of two new classes of compounds with potential anti-TB properties: 2-aminoquinazolinones (AQZs) and benzoxazole-based oximes (BZOs). A hit compound for each of these classes with low micromolar antimycobacterial activity had previously been identified through phenotypic whole-cell in vitro screening.
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de, Souza Lucio R. "SYNTHESIS AND APPLICATION OFHIGH PERFORMANCE BENZOXAZINE-EPOXY COPOLYMERS." Case Western Reserve University School of Graduate Studies / OhioLINK, 2021. http://rave.ohiolink.edu/etdc/view?acc_num=case1618528984888642.

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Hutson, Leslie K. "Synthesis of Benzoxazoles Containing Allyl Crosslinking Sites via Claisen Rearrangements." Wright State University / OhioLINK, 1999. http://rave.ohiolink.edu/etdc/view?acc_num=wright974400715.

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Demachy, Charles. "Synthèse électrochimique de nouveaux dérivés de la benzoxazine." Paris 5, 1995. http://www.theses.fr/1995PA05P068.

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Pham, Hong-Ngoc. "Synthesis of enantiopure 3,4-dihydro-2H-1,4-benzoxazine analogues for potential biological applications." Electronic Thesis or Diss., Université de Lorraine, 2020. http://www.theses.fr/2020LORR0186.

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Ce travail décrit la synthèse et l'analyse conformationnelle de pseudodipeptides et pseudotripeptides à base d’un motif 1,4-benzoxazinique énantiopur. Les énantiomères du 2,3-dibromopropionate d'éthyle et du 3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate d'éthyle sont obtenus par deux stratégies (i) synthèse énantiosélective et (ii) énantioséparation des racemiques par HPLC préparative à l’échelle du multigramme. En raison de processus de racémisation au cours des synthèses énantiosélectives, l'énantioséparation des racemiques par HPLC préparative est realisée avec succès pour accéder aux différents énantiomères avec une pureté énantiomérique élevée (ee ≥ 99,5%). Les deux énantiomères du composé 1,4-benzoxazine sont utilisés pour concevoir de nouveaux pseudopeptides à base d’un motif 1,4-benzoxazinique via des réactions de couplage peptidique au niveau des extrémités C- et N-terminales. Leur préférence conformationnelle en solution et à l'état solide sont étudiées par analyses spectroscopiques (IR, RMN) et diffraction des rayons X. Les résultats indiquent (i) la prédominance d’un pseudocycle C5 impliquant un doublet non liant de l’oxygène du cycle 1,4-benzoxazinique avec un groupement NH au niveau de l'élongation de l'extrémité C-terminale et (ii) une légère influence de la configuration absolue en position C2 sur le motif 1,4-benzoxazinique et des chaînes latérales des acides aminés
This work describes the syntheis and conformational analysis of enantiopure 1,4-benzoxazine-based pseudodipeptides and pseudotripeptides. Enantiomers of ethyl 2,3-dibromopropionate and ethyl 3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate are obtained by two strategies (i) via enantioselective synthesis and (ii) via preparative HPLC enantioseparation of racemate on multigram scale. Because of the racemization process during the enantioselective synthesis, preparative HPLC enantioseparation on racemates are successfully applied to afford enantiomers with high enantiomeric purities (ee ≥ 99.5%). Both enantiomers of the 1,4-benzoxazine compound are used to design new 1,4-benzoxazine-based pseudopeptides via peptide coupling reactions on C- and N-terminal extremities. Their conformational behaviour in solution and solid states are investigated by spectroscopic (IR, NMR) and X-Ray diffraction analyses. The results indicate (i) a predominant C5 pseudocycle involving a lone pair of electrons of oxygen in 1,4-benzoxazine ring with NH group from C-extremity elongation and (ii) a slight influence of the absolute configuration at C2 position of 1,4-benzoxazine scaffold and the side chains of amino acids
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Liu, Jingping. "Synthesis, characterization, reaction mechanism and kinetics of 3,4-dihydro-2H-1,3-benzoxazine and its polymer." Case Western Reserve University School of Graduate Studies / OhioLINK, 1995. http://rave.ohiolink.edu/etdc/view?acc_num=case1062775094.

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Books on the topic "Benzoxazole – Synthesis"

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Handbook of benzoxazine resins. Amsterdam: Elsevier, 2011.

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Book chapters on the topic "Benzoxazole – Synthesis"

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Neelima, G., K. Lakshmi, and K. Sesha Maheswaramma. "In Silico Studies of Benzoxazole Derivatives Using Ferrite-L-cysteine Magnetic Nanoparticles: Green Synthesis." In Special Publications, 288–301. Cambridge: Royal Society of Chemistry, 2019. http://dx.doi.org/10.1039/9781839160783-00288.

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Wang, Fengjiang, and James R. Hauske. "Solid-Phase Synthesis of Benzoxazoles via Mitsunobu Reaction." In Solid-Phase Organic Syntheses, 73–84. New York, USA: John Wiley & Sons, Inc., 2001. http://dx.doi.org/10.1002/0471220434.ch7.

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Singhal, Manisha, and Vinay Prabha Sharma. "Synthesis and Medicinal Importance of Benzoxazine, Benzoxazinone and Their Derivatives: A Short Review." In Springer Proceedings in Earth and Environmental Sciences, 13–27. Cham: Springer International Publishing, 2021. http://dx.doi.org/10.1007/978-3-030-79065-3_2.

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Kantlehner, W. "Synthesis from Benzoxazole-2-thiones." In Three Carbon-Heteroatom Bonds: Ketenes and Derivatives, 1. Georg Thieme Verlag KG, 2006. http://dx.doi.org/10.1055/sos-sd-024-00421.

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List, B., C. Chandler, R. R. Torres, and A. Erkkilä. "Synthesis from 2-(Methylsulfanyl)benzoxazole." In X-Ene-X (X=F, Cl, Br, I, O, S, Se, Te, N, P), Ene-Hal, and Ene-O Compounds, 1. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-032-00279.

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Schnrch, M., J. Hmmerle, and P. Stanetty. "Synthesis of Benzoxazole-2(3)-thiones." In Science of Synthesis Knowledge Updates KU 2011/1, 1. Georg Thieme Verlag KG, 2010. http://dx.doi.org/10.1055/sos-sd-111-00428.

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Schnrch, M., J. Hmmerle, and P. Stanetty. "Chlorination of Benzoxazole-2(3)-thiones." In Science of Synthesis Knowledge Updates KU 2011/1, 1. Georg Thieme Verlag KG, 2010. http://dx.doi.org/10.1055/sos-sd-111-00476.

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Schnrch, M., J. Hmmerle, and P. Stanetty. "Alkoxylation of Benzoxazole-2(3)-thiones." In Science of Synthesis Knowledge Updates KU 2010/4, 1. Georg Thieme Verlag KG, 2010. http://dx.doi.org/10.1055/sos-sd-111-00477.

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Schnrch, M., J. Hmmerle, and P. Stanetty. "Amination of Benzoxazole-2(3)-thiones." In Science of Synthesis Knowledge Updates KU 2011/1, 1. Georg Thieme Verlag KG, 2010. http://dx.doi.org/10.1055/sos-sd-111-00478.

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Schnrch, M., J. Hmmerle, and P. Stanetty. "S-Alkylation of Benzoxazole-2(3)-thiones." In Science of Synthesis Knowledge Updates KU 2010/4, 1. Georg Thieme Verlag KG, 2010. http://dx.doi.org/10.1055/sos-sd-111-00482.

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Conference papers on the topic "Benzoxazole – Synthesis"

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Affeldt, Ricardo F., Dennis Russowsky, and Fabiano S. Rodembusch. "Novel Photoactive N-Heterocycles Bearing a Benzoxazole Moiety: Synthesis and Photophysical study." In 14th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0156-1.

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Jampilek, Josef, Jarmila Vinsova, Tatjana Grafnetterova, and Jiri Dohnal. "Synthesis and Hydrophobic Properties of Benzoxazoles." In The 9th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2005. http://dx.doi.org/10.3390/ecsoc-9-01466.

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Ha, Sie-Tiong, and Kok-Leei Foo. "New thermotropic liquid crystals with benzoxazole core." In The 15th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2011. http://dx.doi.org/10.3390/ecsoc-15-00747.

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Vinšová, Jarmila, Václav Horák, Vladimír Buchta, and Jarmila Kaustová. "Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity." In The 8th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2004. http://dx.doi.org/10.3390/ecsoc-8-01977.

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Soares, Ana, Susana Costa, and M. Sameiro Gonçalves. "Benzoxazole Derivatives as Phototriggers for the Release of Butyric Acid." In The 18th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2014. http://dx.doi.org/10.3390/ecsoc-18-a034.

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Seijas, Julio, M. Vázquez-Tato, M. Carballido-Reboredo, and José Crecente-Campo. "P2S5 Mediated Synthesis of Benzoxazoles and Benzothiazoles by Microwave Irradiation." In The 9th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2005. http://dx.doi.org/10.3390/ecsoc-9-01642.

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