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Relevant bibliographies by topics / Benzo[b]thiophene boronic acid

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Journal articles

Academic literature on the topic 'Benzo[b]thiophene boronic acid'

Author: Grafiati

Published: 4 June 2021

Last updated: 8 February 2022

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Journal articles on the topic "Benzo[b]thiophene boronic acid"

1

Krivitskaya, Alexandra V., та Maria G. Khrenova. "Boronic Acids as Prospective Inhibitors of Metallo-β-Lactamases: Efficient Chemical Reaction in the Enzymatic Active Site Revealed by Molecular Modeling". Molecules 26, № 7 (2021): 2026. http://dx.doi.org/10.3390/molecules26072026.

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Boronic acids are prospective compounds in inhibition of metallo-β-lactamases as they form covalent adducts with the catalytic hydroxide anion in the enzymatic active site upon binding. We compare this chemical reaction in the active site of the New Delhi metallo-β-lactamase (NDM-1) with the hydrolysis of the antibacterial drug imipenem. The nucleophilic attack occurs with the energy barrier of 14 kcal/mol for imipenem and simultaneously upon binding a boronic acid inhibitor. A boron atom of an inhibitor exhibits stronger electrophilic properties than the carbonyl carbon atom of imipenem in a

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2

Mao, Runyu, Danqing Zheng, Hongguang Xia, and Jie Wu. "Copper(i)-catalyzed sulfonylation of (2-alkynylaryl)boronic acids with DABSO." Organic Chemistry Frontiers 3, no. 6 (2016): 693–96. http://dx.doi.org/10.1039/c6qo00070c.

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The scaffold of benzo[b]thiophene 1,1-dioxides can be easily constructed through a copper(i)-catalyzed insertion of sulfur dioxide into (2-alkynylaryl)boronic acids. The reaction proceeds via insertion of sulfur dioxide and subsequent intramolecular 5-endo cyclization.

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3

Akay, Senol, Wenqian Yang, Junfeng Wang, Li Lin, and Binghe Wang. "Synthesis and Evaluation of Dual Wavelength Fluorescent Benzo[b]thiophene Boronic Acid Derivatives for Sugar Sensing." Chemical Biology & Drug Design 70, no. 4 (2007): 279–89. http://dx.doi.org/10.1111/j.1747-0285.2007.00563.x.

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4

El-Borai, Mohamed A., and Hala F. Rizk. "Vicinal Benzo[b]thiophene-5,6-dicarboxaldehyde in Heterocyclic Synthesis: A Reagent for Fluorescence Determination of Amino Acids." Journal of Chemical Research 2009, no. 5 (2009): 326–28. http://dx.doi.org/10.3184/030823409x450516.

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Benzo[ b]thiophene-5,6-dicarboxaldehyde reacts with dibenzyl ketone, thiodiacetic acid dimethyl ester, hydrazine, p-toluidine, p-aminoacetophenone and nitromethane to give the corresponding seven, six and five-membered rings condensed to benzo[ b]thiophene. Reaction of benzo[ b]thiophene-5,6-dicarboxaldehyde with p-toluidine in the presence of 2-mercaptoethanol gives highly fluorescent compounds. Also, benzo[ b]thiophene-5,6-dicarboxaldehyde was applied to fluorogenic reaction with some amino acids and the obtained data were compared with the reported data in the case of o-phthaldehyde. The sy

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5

Gallagher, Peter T., and W. Martin Owton. "Synthesis Of 5-tert-Butyl Benzo[b]thiophene-2-carboxylic Acid." Synthetic Communications 19, no. 15 (1989): 2731–36. http://dx.doi.org/10.1080/00397918908053067.

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6

Chiasson, Audrey Isabel, Samuel Robichaud, Fanta J. Ndongou Moutombi, et al. "New Zileuton-Hydroxycinnamic Acid Hybrids: Synthesis and Structure-Activity Relationship towards 5-Lipoxygenase Inhibition." Molecules 25, no. 20 (2020): 4686. http://dx.doi.org/10.3390/molecules25204686.

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A novel series of zileuton-hydroxycinnamic acid hybrids were synthesized and screened as 5-lipoxygenase (5-LO) inhibitors in stimulated HEK293 cells and polymorphonuclear leukocytes (PMNL). Zileuton’s (1) benzo[b]thiophene and hydroxyurea subunits combined with hydroxycinnamic acid esters’ ester linkage and phenolic acid moieties were investigated. Compound 28, bearing zileuton’s (1) benzo[b]thiophene and sinapic acid phenethyl ester’s (2) α,β-unsaturated phenolic acid moiety 28, was shown to be equipotent to zileuton (1), the only clinically approved 5-LO inhibitor, in stimulated HEK293 cells

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7

Sarina, Evan A., Marilyn M. Olmstead, Dung N. Nguyen, and Michael P. Groziak. "1-Hydroxy-1H-benzo[d][1,2,6]oxazaborinin-4(3H)-one." Acta Crystallographica Section C Crystal Structure Communications 69, no. 2 (2013): 183–85. http://dx.doi.org/10.1107/s0108270113000681.

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The structure of the title compound, C7H6BNO3, a new boron heterocycle, prepared by the condensation of (2-ethoxycarbonylphenyl)boronic acid and hydroxylamine, reveals the specific mode of intramolecular condensation between a phenylboronic acid and anorthohydroxamic acid substituent. The crystal structure shows that dehydration occurs to form a planar oxazaborinine ring possessing both phenol-like B—O—H and lactam functional groups. In the extended structure, intermolecular hydrogen bonding generates a 14-membered ring. To our knowledge, this is the first crystal structure determination invol

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8

Hanquet, Bernard, Michel Farnier, Roger Guilard, Claude Lecomte, and Yves Dusausoy. "Réarrangement de thiophénobishomotropones en naphto[1,8-bc]thiophène et benzo[2,3-b]thiophène; études spectroscopique et mécanistique." Canadian Journal of Chemistry 63, no. 8 (1985): 2089–99. http://dx.doi.org/10.1139/v85-345.

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A non classical rearrangement is observed when thiopheno[c] and [b]bishomotropones react with ethanedithiol, leading to a naphtho[1,8-bc]thiophene and (or) a benzo[b]thiophene. The structure of the products is supported by deuterium labelling, 1H nmr spectra, and X-ray analysis of 5,6-diphenyl naphtho[1,8-bc]thiophene. A mechanism is proposed which implies an electronic transfer between a "soft" nucleophile and a "hard" acid, in the key step.

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9

Irgashev, Roman A., Nadezhda S. Demina, Polina E. Bayankina, Nikita A. Kazin, and Gennady L. Rusinov. "An Effective Route to Dithieno[3,2-b:2′,3′-d]thiophene-Based Hexaheteroacenes." Synlett 32, no. 10 (2021): 1009–13. http://dx.doi.org/10.1055/a-1398-7237.

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AbstractA series of 12H-[1]benzo[4′′,5′′]thieno[2′′,3′′:4′,5′]thieno[2′,3′:4,5]thieno[3,2-b]indoles were efficiently prepared in three steps starting from available benzo[b]thieno[2,3-d]thiophen-3(2H)-ones. These fused ketones were treated with the Vilsmeier reagent and hydroxylamine hydrochloride to give the corresponding 3-chlorobenzo[b]thieno[2,3-d]thiophene-2-carbonitriles, which then reacted with methyl sulfanylacetate to form methyl 3-aminobenzo[4′,5′]thieno[2′,3′:4,5]thieno[3,2-b]thiophene-2-carboxylates, in accordance with the Fiesselmann thiophene synthesis protocol. Finally, the desi

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10

Williams, John D., Xiaoyuan Ding, Son Nguyen, Kimberly K. Vines, and Norton P. Peet. "Syntheses of Benzo[b]furan-6-carbonitrile and 6-Cyanobenzo[b]furan-2-boronic Acid Pinacol Ester." Synthetic Communications 43, no. 14 (2013): 1974–79. http://dx.doi.org/10.1080/00397911.2012.684086.

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