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Journal articles on the topic 'Radicaux carbamoyles'

Author: Grafiati

Published: 25 January 2025

Last updated: 31 July 2025

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1

Safiulina, A. M., A. V. Lizunov, E. I. Goryunov, et al. "Derivatives of (2-carbamoyl ethyl)diphenylphosphine oxides: synthesis and extraction properties with respect to actinides and lanthanides." Журнал неорганической химии 69, no. 1 (2024): 99–109. http://dx.doi.org/10.31857/s0044457x24010124.

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A series of (2–carbamoyl ethyl)diphenylphosphine oxides (KFO) has been synthesized from commercially available reagents — diphenyl chlorophosphine and acrylamides. The influence of the number of ligand fragments of Ph2P(O)(CH2)2C(O), the nature of the oligoyl radical binding these fragments, as well as the presence of additional coordination centers in the KEFO molecule on the extraction properties of KEFO with respect to actinides and lanthanides was investigated. It was found that N,N′-methylene-bis[3-(diphenylphosphoryl) has the greatest efficiency in the extraction of actinidespropionamide

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2

Xie, Long-Yong, Sha Peng, Li-Hua Yang, and Xiao-Wen Liu. "Metal-Free Synthesis of Carbamoylated Chroman-4-Ones via Cascade Radical Annulation of 2-(Allyloxy)arylaldehydes with Oxamic Acids." Molecules 27, no. 20 (2022): 7049. http://dx.doi.org/10.3390/molecules27207049.

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An efficient and straightforward approach for the synthesis of carbamoylated chroman-4-ones has been well-developed. The reaction is triggered through the generation of carbamoyl radicals from oxamic acids under metal-free conditions, which subsequently undergoes decarboxylative radical cascade cyclization on 2-(allyloxy)arylaldehydes to afford various amide-containing chroman-4-one scaffolds with high functional group tolerance and a broad substrate scope.

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3

Koshiishi, Ichiro, Kazunori Tsuchida, Tokuko Takajo, and Makiko Komatsu. "Radical scavenger can scavenge lipid allyl radicals complexed with lipoxygenase at lower oxygen content." Biochemical Journal 395, no. 2 (2006): 303–9. http://dx.doi.org/10.1042/bj20051595.

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Lipoxygenases have been proposed to be a possible factor that is responsible for the pathology of certain diseases, including ischaemic injury. In the peroxidation process of linoleic acid by lipoxygenase, the E,Z-linoleate allyl radical–lipoxygenase complex seems to be generated as an intermediate. In the present study, we evaluated whether E,Z-linoleate allyl radicals on the enzyme are scavenged by radical scavengers. Linoleic acid, the content of which was greater than the dissolved oxygen content, was treated with soya bean lipoxygenase-1 (ferric form) in the presence of radical scavenger,

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4

Tang, Jia-Jun, Meng-Yang Zhao, Ying-Jun Lin, Li-Hua Yang, and Long-Yong Xie. "Persulfate-Promoted Carbamoylation/Cyclization of Alkenes: Synthesis of Amide-Containing Quinazolinones." Molecules 29, no. 5 (2024): 997. http://dx.doi.org/10.3390/molecules29050997.

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The incorporation of amide groups into biologically active molecules has been proven to be an efficient strategy for drug design and discovery. In this study, we present a simple and practical method for the synthesis of amide-containing quinazolin-4(3H)-ones under transition-metal-free conditions. This is achieved through a carbamoyl-radical-triggered cascade cyclization of N3-alkenyl-tethered quinazolinones. Notably, the carbamoyl radical is generated in situ from the oxidative decarboxylative process of oxamic acids in the presence of (NH4)2S2O8.

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5

Raviola, Carlotta, Stefano Protti, Davide Ravelli, and Maurizio Fagnoni. "Photogenerated acyl/alkoxycarbonyl/carbamoyl radicals for sustainable synthesis." Green Chemistry 21, no. 4 (2019): 748–64. http://dx.doi.org/10.1039/c8gc03810d.

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6

Minisci, Francesco, Fausta Coppa, and Francesca Fontana. "Reactivity of carbamoyl radicals: the first general and convenient free-radical synthesis of isocyanates." Journal of the Chemical Society, Chemical Communications, no. 6 (1994): 679. http://dx.doi.org/10.1039/c39940000679.

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7

Petersen, Wade F., Richard J. K. Taylor, and James R. Donald. "Photoredox-catalyzed procedure for carbamoyl radical generation: 3,4-dihydroquinolin-2-one and quinolin-2-one synthesis." Organic & Biomolecular Chemistry 15, no. 27 (2017): 5831–45. http://dx.doi.org/10.1039/c7ob01274h.

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8

de Pedro Beato, Eduardo, Daniele Mazzarella, Matteo Balletti, and Paolo Melchiorre. "Photochemical generation of acyl and carbamoyl radicals using a nucleophilic organic catalyst: applications and mechanism thereof." Chemical Science 11, no. 24 (2020): 6312–24. http://dx.doi.org/10.1039/d0sc02313b.

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An organic catalyst uses low-energy photons to generate acyl and carbamoyl radicals upon activation of the corresponding chlorides via a nucleophilic acyl substitution path. The synthetic potential and the mechanism of this strategy are discussed.

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9

Osmanoğlua, Şemsettin, Murat Aydın, and M. Halim Başkana. "EPR of Gamma-irradiated L-Glutamine Hydrochloride and N-Carbamoyl-L-glutamic Acid." Zeitschrift für Naturforschung A 60, no. 7 (2005): 549–53. http://dx.doi.org/10.1515/zna-2005-0715.

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The electron paramagnetic resonance spectra of γ -irradiated L-glutamine hydrochloride and N-carbamoyl- L-glutamic acid single crystals have been investigated at room temperature. Radiation damage centres are attributed to ĊH, ṄH2 and CH2Ċ(NH2)COOH radicals.

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10

MINISCI, F., F. COPPA, and F. FONTANA. "ChemInform Abstract: Reactivity of Carbamoyl Radicals: The First General and Convenient Free-Radical Synthesis of Isocyanates." ChemInform 25, no. 31 (2010): no. http://dx.doi.org/10.1002/chin.199431121.

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11

Millán-Ortiz, Alejandra, German López-Valdez, Fernando Cortez-Guzmán, and Luis D. Miranda. "A novel carbamoyl radical based dearomatizing spiroacylation process." Chemical Communications 51, no. 39 (2015): 8345–48. http://dx.doi.org/10.1039/c4cc06192f.

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12

Jatoi, Ashique Hussain, Govind Goroba Pawar, Frédéric Robert, and Yannick Landais. "Visible-light mediated carbamoyl radical addition to heteroarenes." Chemical Communications 55, no. 4 (2019): 466–69. http://dx.doi.org/10.1039/c8cc08326f.

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13

Wei, Rongbiao, Liang Ge, Hongli Bao, Saihu Liao, and Yajun Li. "Copper-Catalyzed Nitrogenation of Aromatic and Aliphatic Aldehydes: A Direct Route to Carbamoyl Azides." Synthesis 51, no. 24 (2019): 4645–49. http://dx.doi.org/10.1055/s-0039-1690683.

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An efficient copper-catalyzed synthesis of carbamoyl azides directly from aldehydes has been developed. Both aromatic aldehydes and aliphatic aldehydes, together with other commercially available reactants, can be used as substrates in this radical relay reaction. Broad substrate scope, simple operation, readily available reagents, and good functionality tolerance make this method very attractive.

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14

Minisci, Francesco, Francesca Fontana, Fausta Coppa, and Yong Ming Yan. "Reactivity of Carbamoyl Radicals. A New, General, Convenient Free-Radical Synthesis of Isocyanates from Monoamides of Oxalic Acid." Journal of Organic Chemistry 60, no. 17 (1995): 5430–33. http://dx.doi.org/10.1021/jo00122a020.

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15

Rigby, James H., Diana M. Danca, and John H. Horner. "Carbamoyl radicals from Se-phenylselenocarbamates: Intramolecular additions to alkenes." Tetrahedron Letters 39, no. 46 (1998): 8413–16. http://dx.doi.org/10.1016/s0040-4039(98)01830-9.

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16

Song, Liyan, Xinqiang Fang, Zijia Wang, Kun Liu та Chaozhong Li. "Stereoselectivity of 6-Exo Cyclization of α-Carbamoyl Radicals". Journal of Organic Chemistry 81, № 6 (2016): 2442–50. http://dx.doi.org/10.1021/acs.joc.6b00008.

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17

Song, Liyan, Kun Liu та Chaozhong Li. "Efficient and Regioselective 9-EndoCyclization of α-Carbamoyl Radicals". Organic Letters 13, № 13 (2011): 3434–37. http://dx.doi.org/10.1021/ol201180g.

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18

Panagopoulos, Anastasios, Konstantina Alipranti, Kyriaki Mylona, et al. "Exploration of the DNA Photocleavage Activity of O-Halo-phenyl Carbamoyl Amidoximes: Studies of the UVA-Induced Effects on a Major Crop Pest, the Whitefly Bemisia tabaci." DNA 3, no. 2 (2023): 85–100. http://dx.doi.org/10.3390/dna3020006.

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The DNA photocleavage effect of halogenated O-carbamoyl derivatives of 4-MeO-benzamidoxime under UVB and UVA irradiation was studied in order to identify the nature, position, and number of halogens on the carbamoyl moiety that ensure photoactivity. F, Cl, and Br-phenyl carbamate esters (PCME) exhibited activity with the p-Cl-phenyl derivative to show excellent photocleavage against pBR322 plasmid DNA. m-Cl-PCME has diminished activity, whereas the presence of two halogen atoms reduced DNA photocleavage. The substitution on the benzamidoxime scaffold was irrelevant to the activity. The mechani

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19

Miyaji, Akimitsu, and Yutaka Amao. "Artificial co-enzyme based on carbamoyl-modified viologen derivative cation radical for formate dehydrogenase in the catalytic CO2 reduction to formate." New Journal of Chemistry 44, no. 43 (2020): 18803–12. http://dx.doi.org/10.1039/d0nj04375c.

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The interaction between the single-electron reduced carbamoyl-modified-4,4-bipyridinium salt and CbFDH in the CO<sub>2</sub> reduction to formate is elucidated by enzymatic kinetic analysis, the docking simulation and density functional theory calculation.

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20

MINISCI, F., F. FONTANA, F. COPPA, and Y. M. YAN. "ChemInform Abstract: Reactivity of Carbamoyl Radicals. A New, General, Convenient Free- Radical Synthesis of Isocyanates from Monoamides of Oxalic Acid." ChemInform 27, no. 1 (2010): no. http://dx.doi.org/10.1002/chin.199601091.

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21

Sato, Tatsunori, Yasuko Wada, Mami Nishimoto, Hiroyuki Ishibashi та Masazumi Ikeda. "Synthesis of five-membered lactams by α-carbamoyl radical cyclisations". J. Chem. Soc., Perkin Trans. 1, № 5 (1989): 879–86. http://dx.doi.org/10.1039/p19890000879.

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22

Millan-Ortiz, Alejandra, German Lopez-Valdez, Fernando Cortez-Guzman, and Luis D. Miranda. "ChemInform Abstract: A Novel Carbamoyl Radical Based Dearomatizing Spiroacylation Process." ChemInform 46, no. 40 (2015): no. http://dx.doi.org/10.1002/chin.201540125.

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23

López-Valdez, Germán, Simón Olguín-Uribe, and Luis D. Miranda. "Carbamoyl radicals from carbamoylxanthates: a facile entry into isoindolin-1-ones." Tetrahedron Letters 48, no. 47 (2007): 8285–89. http://dx.doi.org/10.1016/j.tetlet.2007.09.142.

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24

RIGBY, J. H., D. M. DANCA, and J. H. HORNER. "ChemInform Abstract: Carbamoyl Radicals from Se-Phenylselenocarbamates: Intramolecular Additions to Alkenes." ChemInform 30, no. 6 (2010): no. http://dx.doi.org/10.1002/chin.199906150.

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25

Betou, Marie, Louise Male, Jonathan W. Steed та Richard S. Grainger. "Carbamoyl Radical-Mediated Synthesis and Semipinacol Rearrangement of β-Lactam Diols". Chemistry - A European Journal 20, № 21 (2014): 6505–17. http://dx.doi.org/10.1002/chem.201304982.

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26

Assayag, Miri, Sara Goldstein, Amram Samuni, and Neville Berkman. "3-Carbamoyl-proxyl nitroxide radicals attenuate bleomycin-induced pulmonary fibrosis in mice." Free Radical Biology and Medicine 171 (August 2021): 135–42. http://dx.doi.org/10.1016/j.freeradbiomed.2021.05.010.

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27

Song, Liyan, Kun Liu та Chaozhong Li. "ChemInform Abstract: Efficient and Regioselective 9-endo Cyclization of α-Carbamoyl Radicals." ChemInform 42, № 45 (2011): no. http://dx.doi.org/10.1002/chin.201145167.

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28

Grainger, Richard S., and Paolo Innocenti. "Dithiocarbamate Group Transfer Cyclization Reactions of Carbamoyl Radicals under “Tin-Free” Conditions." Angewandte Chemie International Edition 43, no. 26 (2004): 3445–48. http://dx.doi.org/10.1002/anie.200453600.

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29

Grainger, Richard S., and Paolo Innocenti. "Dithiocarbamate Group Transfer Cyclization Reactions of Carbamoyl Radicals under“Tin-Free” Conditions." Angewandte Chemie 116, no. 26 (2004): 3527–30. http://dx.doi.org/10.1002/ange.200453600.

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30

Cardinale, Luana, Mikhail O. Konev, and Axel Jacobi von Wangelin. "Photoredox‐Catalyzed Addition of Carbamoyl Radicals to Olefins: A 1,4‐Dihydropyridine Approach." Chemistry – A European Journal 26, no. 37 (2020): 8239–43. http://dx.doi.org/10.1002/chem.202002410.

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31

Franco Bella, A., Leon V. Jackson та John C. Walton. "Preparation of β-and γ-lactams via ring closures of unsaturated carbamoyl radicals derived from 1-carbamoyl-1-methylcyclohexa-2,5-dienes". Org. Biomol. Chem. 2, № 3 (2004): 421–28. http://dx.doi.org/10.1039/b313932h.

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32

Quirante, Josefina, Carmen Escolano, Mireia Massot, and Josep Bonjoch. "Synthesis of 2-azabicyclo[3.3.1]nonanes by means of (carbamoyl)dichloromethyl radical cyclization." Tetrahedron 53, no. 4 (1997): 1391–402. http://dx.doi.org/10.1016/s0040-4020(96)01051-4.

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33

Betou, Marie, Louise Male, Jonathan W. Steed та Richard S. Grainger. "ChemInform Abstract: Carbamoyl Radical-Mediated Synthesis and Semipinacol Rearrangement of β-Lactam Diols." ChemInform 45, № 44 (2014): no. http://dx.doi.org/10.1002/chin.201444075.

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34

Yan, Xu-Ping, Cheng-Kun Li, Shao-Fang Zhou, Adedamola Shoberu, and Jian-Ping Zou. "Copper-catalyzed sp3-carbon radical/carbamoyl radical cross coupling: A direct strategy for carbamoylation of 1,3-dicarbonyl compounds." Tetrahedron 76, no. 30 (2020): 131342. http://dx.doi.org/10.1016/j.tet.2020.131342.

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35

Scanlan, Eoin M., Alexandra M. Z. Slawin та John C. Walton. "Preparation of β- and γ-lactams from carbamoyl radicals derived from oxime oxalate amides". Org. Biomol. Chem. 2, № 5 (2004): 716–24. http://dx.doi.org/10.1039/b315223e.

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36

Kovacic, Peter. "Hydroxyurea (therapeutics and mechanism): Metabolism, carbamoyl nitroso, nitroxyl, radicals, cell signaling and clinical applications." Medical Hypotheses 76, no. 1 (2011): 24–31. http://dx.doi.org/10.1016/j.mehy.2010.08.023.

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37

QUIRANTE, J., C. ESCOLANO, M. MASSOT, and J. BONJOCH. "ChemInform Abstract: Synthesis of 2-Azabicyclo(3.3.1)nonanes by Means of (Carbamoyl) dichloromethyl Radical Cyclization." ChemInform 28, no. 19 (2010): no. http://dx.doi.org/10.1002/chin.199719174.

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38

Fang, Xinqiang, Kun Liu та Chaozhong Li. "Efficient Regio- and Stereoselective Formation of Azocan-2-ones via 8-EndoCyclization of α-Carbamoyl Radicals". Journal of the American Chemical Society 132, № 7 (2010): 2274–83. http://dx.doi.org/10.1021/ja9082649.

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39

Fujiwara, Shin-ichi, Yoshihiko Shimizu, Yuji Imahori, Masashi Toyofuku, Tsutomu Shin-ike та Nobuaki Kambe. "A new entry to α-alkylidene-β-lactams by 4-exo-dig cyclization of carbamoyl radicals". Tetrahedron Letters 50, № 26 (2009): 3628–30. http://dx.doi.org/10.1016/j.tetlet.2009.03.071.

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40

DiLabio, Gino A., Eoin M. Scanlan, and John C. Walton. "Kinetic and Theoretical Study of 4-exoRing Closures of Carbamoyl Radicals onto CC and CN Bonds." Organic Letters 7, no. 1 (2005): 155–58. http://dx.doi.org/10.1021/ol047716+.

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41

Benati, Luisa, Giorgio Bencivenni, Rino Leardini, et al. "Generation and Cyclization of Unsaturated Carbamoyl Radicals Derived fromS-4-Pentynyl Carbamothioates under Tin-Free Conditions." Journal of Organic Chemistry 71, no. 8 (2006): 3192–97. http://dx.doi.org/10.1021/jo0602064.

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42

Liu, Li, Qian Chen, Yun-Dong Wu та Chaozhong Li. "8-Endo versus 7-Exo Cyclization of α-Carbamoyl Radicals. A Combination of Experimental and Theoretical Studies". Journal of Organic Chemistry 70, № 5 (2005): 1539–44. http://dx.doi.org/10.1021/jo0481349.

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43

Quirante, Josefina, Carmen Escolano, Laura Costejà, and Josep Bonjoch. "Cyclization of 1-(carbamoyl)dichloromethyl radicals upon activated alkenes. A new entry to 2-azabicyclo[3.3.1]nonanes." Tetrahedron Letters 38, no. 39 (1997): 6901–4. http://dx.doi.org/10.1016/s0040-4039(97)01590-6.

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44

Francisco, Cosme G., Antonio J. Herrera, Ángeles Martín, Inés Pérez-Martín, and Ernesto Suárez. "Intramolecular 1,5-hydrogen atom transfer reaction promoted by phosphoramidyl and carbamoyl radicals: synthesis of 2-amino-C-glycosides." Tetrahedron Letters 48, no. 36 (2007): 6384–88. http://dx.doi.org/10.1016/j.tetlet.2007.06.152.

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45

Bai, Qi-Fan, Chengan Jin, Jing-Yao He, and Gaofeng Feng. "Carbamoyl Radicals via Photoredox Decarboxylation of Oxamic Acids in Aqueous Media: Access to 3,4-Dihydroquinolin-2(1H)-ones." Organic Letters 20, no. 8 (2018): 2172–75. http://dx.doi.org/10.1021/acs.orglett.8b00449.

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46

Camarillo-López, Raúl Horacio, Maricarmen Hernández Rodríguez, Mónica Adriana Torres-Ramos, et al. "Tert-butyl-(4-hydroxy-3-((3-(2-methylpiperidin-yl)propyl)carbamoyl)phenyl)carbamate Has Moderated Protective Activity in Astrocytes Stimulated with Amyloid Beta 1-42 and in a Scopolamine Model." Molecules 25, no. 21 (2020): 5009. http://dx.doi.org/10.3390/molecules25215009.

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Alzheimer’s disease (AD) is a neurodegenerative disease with no cure nowadays; there is no treatment either to prevent or to stop its progression. In vitro studies suggested that tert-butyl-(4-hydroxy-3-((3-(2-methylpiperidin-yl)propyl)carbamoyl)phenyl) carbamate named the M4 compound can act as both β-secretase and an acetylcholinesterase inhibitor, preventing the amyloid beta peptide (Aβ) aggregation and the formation of fibrils (fAβ) from Aβ1-42. This work first aimed to assess in in vitro studies to see whether the death of astrocyte cells promoted by Aβ1-42 could be prevented. Second, our

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47

López-Valdez, Germán, Simón Olguín-Uribe, Alejandra Millan-Ortíz, Rocio Gamez-Montaño, and Luis D. Miranda. "Convenient access to isoindolinones via carbamoyl radical cyclization. Synthesis of cichorine and 4-hydroxyisoindolin-1-one natural products." Tetrahedron 67, no. 14 (2011): 2693–701. http://dx.doi.org/10.1016/j.tet.2011.01.003.

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48

Midorikawa, Kaoru, Kazutaka Hirakawa, and Shosuke Kawanishi. "Hydroxylation of Deoxyguanosine at 5′ Site of GG and GGG Sequences in Double-stranded DNA Induced by Carbamoyl Radicals." Free Radical Research 36, no. 6 (2002): 667–75. http://dx.doi.org/10.1080/10715760290029119.

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49

QUIRANTE, J., C. ESCOLANO, L. COSTEJA, and J. BONJOCH. "ChemInform Abstract: Cyclization of 1-(Carbamoyl)dichloromethyl Radicals Upon Activated Alkenes. A New Entry to 2-Azabicyclo(3.3.1)nonanes." ChemInform 28, no. 52 (2010): no. http://dx.doi.org/10.1002/chin.199752176.

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50

Vesković, Ana, Đura Nakarada, Olga Vasiljević, et al. "The Release of a Highly Cytotoxic Paullone Bearing a TEMPO Free Radical from the HSA Hydrogel: An EPR Spectroscopic Characterization." Pharmaceutics 14, no. 6 (2022): 1174. http://dx.doi.org/10.3390/pharmaceutics14061174.

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This study shows the potential of a thermally induced human serum albumin (HSA) hydrogel to serve as a drug depot for sustained release of a highly cytotoxic modified paullone ligand bearing a TEMPO free radical (HL). The binding of HL to HSA was studied by electron paramagnetic resonance (EPR) spectroscopy and imaging. The EPR protocol was also implemented for the study of matrix degradation, and ligand diffusion rate, in two additional spin-labeled hydrogels, containing 5-doxylstearate and 3-carbamoyl-proxyl. The results showed that the hydrogel is an efficient HL reservoir as it retained 60

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