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Journal articles on the topic 'Oxyfunctionalization'

Author: Grafiati

Published: 4 June 2021

Last updated: 1 February 2022

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1

Churakova, Ekaterina, Martin Kluge, René Ullrich, Isabel Arends, Martin Hofrichter, and Frank Hollmann. "Specific Photobiocatalytic Oxyfunctionalization Reactions." Angewandte Chemie 123, no. 45 (2011): 10904–7. http://dx.doi.org/10.1002/ange.201105308.

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2

Churakova, Ekaterina, Martin Kluge, René Ullrich, Isabel Arends, Martin Hofrichter, and Frank Hollmann. "Specific Photobiocatalytic Oxyfunctionalization Reactions." Angewandte Chemie International Edition 50, no. 45 (2011): 10716–19. http://dx.doi.org/10.1002/anie.201105308.

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3

Chakrabarty, Suman, Ye Wang, Jonathan C. Perkins, and Alison R. H. Narayan. "Scalable biocatalytic C–H oxyfunctionalization reactions." Chemical Society Reviews 49, no. 22 (2020): 8137–55. http://dx.doi.org/10.1039/d0cs00440e.

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Biocatalytic methods for selective C–H oxyfunctionalization reactions are rapidly emerging and hold significant potential to streamline complex molecule synthesis. This review highlights key advances in this area developed within the past decade.

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4

Huang, Hai, Luning Tang, Qi Liu, Yang Xi, Guangke He та Hongjun Zhu. "Formation of α-chalcogenyl acrylamides through unprecedented chalcogen-mediated metal-free oxyfunctionalization of ynamides with DMSO as an oxidant". Chemical Communications 52, № 32 (2016): 5605–8. http://dx.doi.org/10.1039/c5cc10517j.

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5

Donoso, David, Duban García, Rosario Ballesteros, Magín Lapuerta, and Laureano Canoira. "Hydrogenated or oxyfunctionalized turpentine: options for automotive fuel components." RSC Advances 11, no. 30 (2021): 18342–50. http://dx.doi.org/10.1039/d1ra03003e.

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Transformation of turpentine by catalytic hydrogenation and oxyfunctionalization enhances notably the diesel properties. Particularly, oxyturpentine improves the soot tendency and hydroturpentine the cold flow properties.

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6

Troisi, Francesco, Lucia Citro, Carmine Gaeta, Enrico Gavuzzo, and Placido Neri. "Oxyfunctionalization of Calixarene Quinone Rings." Organic Letters 10, no. 7 (2008): 1393–96. http://dx.doi.org/10.1021/ol800090u.

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7

Pinto, Victor Hugo A., Nathália K. S. M. Falcão, Bárbara Mariz-Silva, Maria Gardennia Fonseca, and Júlio S. Rebouças. "Robust Mn(iii) N-pyridylporphyrin-based biomimetic catalysts for hydrocarbon oxidations: heterogenization on non-functionalized silica gel versus chloropropyl-functionalized silica gel." Dalton Transactions 49, no. 45 (2020): 16404–18. http://dx.doi.org/10.1039/d0dt01383h.

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Simple neutral and cationic Mn porphyrins were immobilized on ordinary chromatographic silica or chloropropyl-functionalized silica supports to yield efficient and reusable biomimetic catalysts for C–H activation and oxyfunctionalization of alkanes.

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8

Ghorui, Tapas, Sima Roy, Shuvam Pramanik, and Kausikisankar Pramanik. "RhCl(PPh3)3-mediated C–H oxyfunctionalization of pyrrolido-functionalized bisazoaromatic pincers: a combined experimental and theoretical scrutiny of redox-active and spectroscopic properties." Dalton Transactions 45, no. 13 (2016): 5720–29. http://dx.doi.org/10.1039/c5dt05044h.

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Non-trivial coordination mode of symmetrical NNN ligands with Rh(iii) leads to redox-active NNO-scaffolds via C(sp<sup>2</sup>)–H oxyfunctionalization at rt, opening an opportunity to juxtapose different redox-active domains.

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9

García, Duban, Felipe Bustamante, Aída Luz Villa, Magín Lapuerta, and Edwin Alarcón. "Oxyfunctionalization of Turpentine for Fuel Applications." Energy & Fuels 34, no. 1 (2019): 579–86. http://dx.doi.org/10.1021/acs.energyfuels.9b03742.

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10

Sorochinsky, Alexander E., Alexander A. Petrenko, Vadim A. Soloshonok, and Giuseppe Resnati. "Regioselective Oxyfunctionalization of Bridgehead Adamantane Derivatives." Tetrahedron 53, no. 17 (1997): 5995–6000. http://dx.doi.org/10.1016/s0040-4020(97)00292-5.

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11

Boaen, Nicole K., and Marc A. Hillmyer. "Selective and Mild Oxyfunctionalization of Model Polyolefins." Macromolecules 36, no. 19 (2003): 7027–34. http://dx.doi.org/10.1021/ma0347621.

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12

Hoschek, Anna, Andreas Schmid, and Bruno Bühler. "In Situ O2Generation for Biocatalytic Oxyfunctionalization Reactions." ChemCatChem 10, no. 23 (2018): 5366–71. http://dx.doi.org/10.1002/cctc.201801262.

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13

Ćavar, Sanja, and Franci Kovač. "The oxyfunctionalization of 4-methylcoumarins using dimethyldioxirane." International Journal of Chemical Kinetics 41, no. 6 (2009): 414–20. http://dx.doi.org/10.1002/kin.20412.

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14

Bühler, Bruno, and Andreas Schmid. "Process implementation aspects for biocatalytic hydrocarbon oxyfunctionalization." Journal of Biotechnology 113, no. 1-3 (2004): 183–210. http://dx.doi.org/10.1016/j.jbiotec.2004.03.027.

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15

Aranda, Carmen, Juan Carro, Alejandro González-Benjumea, et al. "Advances in enzymatic oxyfunctionalization of aliphatic compounds." Biotechnology Advances 51 (November 2021): 107703. http://dx.doi.org/10.1016/j.biotechadv.2021.107703.

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16

DesMarteau, Darryl D., Alessandro Donadelli, Vittorio Montanari, Viacheslav A. Petrov, and Giuseppe Resnati. "Mild and selective oxyfunctionalization of hydrocarbons by perfluorodialkyloxaziridines." Journal of the American Chemical Society 115, no. 11 (1993): 4897–98. http://dx.doi.org/10.1021/ja00064a063.

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17

Ren, Tan, You-Cheng Liu, and Qing-Xiang Guo. "Selective Oxyfunctionalization of Ketones Using 1-Oxopiperidinium Salt." Bulletin of the Chemical Society of Japan 69, no. 10 (1996): 2935–41. http://dx.doi.org/10.1246/bcsj.69.2935.

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18

Bordoloi, Ankur, F. Lefebvre, and S. B. Halligudi. "Organotin-oxometalate coordination polymer catalyzed oxyfunctionalization of monoterpenes." Journal of Molecular Catalysis A: Chemical 270, no. 1-2 (2007): 177–84. http://dx.doi.org/10.1016/j.molcata.2007.02.004.

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19

Khomutov, Sergey M., Andrey A. Shutov, Alexey M. Chernikh, Nina M. Myasoedova, Ludmila A. Golovleva та Marina V. Donova. "Laccase-mediated oxyfunctionalization of 3β-hydroxy-Δ5-steroids". Journal of Molecular Catalysis B: Enzymatic 123 (січень 2016): 47–52. http://dx.doi.org/10.1016/j.molcatb.2015.11.004.

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20

Schenk, Wolfdieter A., Bernhard Steinmetz, Michael Hagel, Waldemar Adam, and Chantu R. Saha-Möller. "Oxyfunctionalization of Allyl Thioether Ruthenium Complexes with Dimethyldioxirane." Zeitschrift für Naturforschung B 52, no. 11 (1997): 1359–71. http://dx.doi.org/10.1515/znb-1997-1114.

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Abstract Allyl thioether complexes [CpRu(P-P)(SRR′)]PF6 (P-P = Ph2PCH2PPh2 (dppm), Ph2PC2H4PP2 (dppe), R = Me, Et, Ph, R′ = 3-propenyl, 3-cyclohexenyl, 2-methyl-2-buten-4-yl) and [CpRu(chir)(SRR′)]PF6 (chir = (S,S)-Ph2PCHMeCHMePPh2, R = Me, CH2Ph, R′ = 2-methyl-2-buten-4-yl) are obtained from the corresponding thiolate complexes by reaction with the appropriate allyl bromide. Careful oxidation with dimethyldioxirane (DMD) gave the allyl sulfoxide complexes [CpRu(P-P)(MeS(O)CH2CH=CH2)]PF6 (P-P = dppm, dppe). Double oxidation to the corresponding sulfinylmethyl epoxide complexes can be readily a

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21

Stratakis, Manolis. "Oxyfunctionalization of Alkenes by Dye-Sensitized Intrazeolite Photooxygenation." Current Organic Synthesis 2, no. 2 (2005): 281–99. http://dx.doi.org/10.2174/1570179053545387.

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22

SOROCHINSKY, A. E., A. A. PETRENKO, V. A. SOLOSHONOK, and G. RESNATI. "ChemInform Abstract: Regioselective Oxyfunctionalization of Bridgehead Adamantane Derivatives." ChemInform 28, no. 37 (2010): no. http://dx.doi.org/10.1002/chin.199737114.

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23

Lehman, Matthew C., Paul D. Boyle, Roger D. Sommer, and Elon A. Ison. "Oxyfunctionalization with Cp*IrIII(NHC)(Me)L Complexes." Organometallics 33, no. 19 (2014): 5081–84. http://dx.doi.org/10.1021/om5007352.

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24

Asensio, Gregorio, Gloria Castellano, Rossella Mello, and M. E. González Núñez. "Oxyfunctionalization of Aliphatic Esters by Methyl(trifluoromethyl)dioxirane." Journal of Organic Chemistry 61, no. 16 (1996): 5564–66. http://dx.doi.org/10.1021/jo9604189.

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25

Chumakov, Anton A., Oleg A. Kotelnikov, and Yuriy G. Slizhov. "OXIDATION OF FERRIC XYLENOL ORANGE CHELATES BY HYDROGEN PEROXIDE IN AQUEOUS SOLUTION: CONCEPTION OF OXYGEN SINGLET ATOMS GENERATION FROM HYDROGEN PEROXIDE." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENIY KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 61, no. 2 (2018): 15. http://dx.doi.org/10.6060/tcct.20186102.5623.

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We observed for the first time the reaction of oxidation of ferric xylenol orange chelates by hydrogen peroxide in aqueous solution. The reaction is accompanied with decoloration of the violet aqueous solution. Based on generally accepted conception, there is a process of free radical chain oxidation of indicator molecule in the solution. However, after investigating the final colorless solution by 1H NMR-spectroscopy we found the modified but not broken structure in which the initial hydrocarbon core remained mainly unchanged. We concluded that kind of reaction was an oxyfunctionalization by

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26

Choi, Da Som, Yan Ni, Elena Fernández-Fueyo, Minah Lee, Frank Hollmann, and Chan Beum Park. "Photoelectroenzymatic Oxyfunctionalization on Flavin-Hybridized Carbon Nanotube Electrode Platform." ACS Catalysis 7, no. 3 (2017): 1563–67. http://dx.doi.org/10.1021/acscatal.6b03453.

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27

Mehta, Goverdhan, and Saikat Sen. "From aromatics to conjoined inositols: stereoselective oxyfunctionalization of anthracene." Tetrahedron Letters 51, no. 3 (2010): 503–7. http://dx.doi.org/10.1016/j.tetlet.2009.11.054.

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28

Huybrechts, D. R. C., L. De Bruycker, and P. A. Jacobs. "Oxyfunctionalization of alkanes with hydrogen peroxide on titanium silicalite." Nature 345, no. 6272 (1990): 240–42. http://dx.doi.org/10.1038/345240a0.

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29

Fernández-Fueyo, Elena, Yan Ni, Alvaro Gomez Baraibar, Miguel Alcalde, Lukas M. van Langen, and Frank Hollmann. "Towards preparative peroxygenase-catalyzed oxyfunctionalization reactions in organic media." Journal of Molecular Catalysis B: Enzymatic 134 (December 2016): 347–52. http://dx.doi.org/10.1016/j.molcatb.2016.09.013.

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30

van Schie, Morten M. C. H., Wuyuan Zhang, Florian Tieves, et al. "Cascading g-C3N4 and Peroxygenases for Selective Oxyfunctionalization Reactions." ACS Catalysis 9, no. 8 (2019): 7409–17. http://dx.doi.org/10.1021/acscatal.9b01341.

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31

Yoon, Jaeho, Jinhyun Kim, Florian Tieves, et al. "Piezobiocatalysis: Ultrasound-Driven Enzymatic Oxyfunctionalization of C–H Bonds." ACS Catalysis 10, no. 9 (2020): 5236–42. http://dx.doi.org/10.1021/acscatal.0c00188.

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32

Perz, F., S. Bormann, H. G. Hennemann, et al. "Biocatalytic oxyfunctionalization of butane in a bubble‐column reactor." Chemie Ingenieur Technik 92, no. 9 (2020): 1211. http://dx.doi.org/10.1002/cite.202055313.

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33

Rao, P. R. Hari Prasad, and A. V. Ramaswamy. "Oxyfunctionalization of alkanes with H2O2 catalysed by vanadium silicates." Journal of the Chemical Society, Chemical Communications, no. 17 (1992): 1245. http://dx.doi.org/10.1039/c39920001245.

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34

Kazakova, Oxana B., Elena V. Tretyakova, Irina E. Smirnova, et al. "An Efficient Oxyfunctionalization of Quinopimaric Acid Derivatives with Ozone." Natural Product Communications 8, no. 3 (2013): 1934578X1300800. http://dx.doi.org/10.1177/1934578x1300800304.

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An access to oxyfunctionalized quinopimaric acid derivatives is reported. The ozonolysis of methyl dihydroquinopimarate occurs through 1,2-cycloaddition of ozone to the bridging double bond followed by intermolecular rearrangements and formation of nontrivial 4β-hydroxy-4α,14α-epoxy-13(15)-ene derivative 2. The oxidation of methyl furfurilydene dihydroquinopimarate with ozone led to anhydride 5 and unexpected carboxymethyl substituted cyclopentane lactone 6. The structure of compound 6 was confirmed by X-Ray analysis of its methyl ester.

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35

Bovicelli, Paolo, Paolo Lupattelli, Enrico Mincione, Teresa Prencipe, and Ruggero Curci. "Oxidation of natural targets by dioxiranes. Oxyfunctionalization of steroids." Journal of Organic Chemistry 57, no. 7 (1992): 2182–84. http://dx.doi.org/10.1021/jo00033a053.

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36

Klenk, J. M., L. H. Kontny, W. Escobedo‐Hinojosa, B. A. Nebel, and B. Hauer. "Oxyfunctionalization of nonsteroidal anti‐inflammatory drugs by filamentous‐fungi." Journal of Applied Microbiology 127, no. 3 (2019): 724–38. http://dx.doi.org/10.1111/jam.14342.

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37

Busmann, Dagmar. "Oxyfunctionalization of α-and β-Pinene by Selected Basidiomycetes". Zeitschrift für Naturforschung C 49, № 9-10 (1994): 545–52. http://dx.doi.org/10.1515/znc-1994-9-1003.

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Abstract Several strains of basidiom ycetes were examined for their ability to transform α-and β-pinene in agitated submerged cultures. Four major metabolites of α-pinene (verbenol, verbenone, myrtenol, and trans-pinocarveol) and three main metabolites of β-pinene (1,4-cineol, myrtenol, and trans-pinocarveol) were isolated from the fermentation broth. The metabolic pathways included allylic oxidation, oxidative cleavage and further regioselective oxidation. Ganoderma applanatum was found to carry out the stereoselective allylic hydroxylation of α-pinene to verbenol, and of β-pinene to trans-pi

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38

Bühler, Bruno, and Andreas Schmid. "Erratum to “Process implementation aspects for biocatalytic hydrocarbon oxyfunctionalization”." Journal of Biotechnology 115, no. 3 (2005): 329. http://dx.doi.org/10.1016/j.jbiotec.2004.12.001.

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39

Tembe, G. L., and P. A. Ganeshpure. "Catalytic oxyfunctionalization of alkanes by manganese and ruthenium clusters." Reaction Kinetics and Catalysis Letters 67, no. 1 (1999): 83–88. http://dx.doi.org/10.1007/bf02475831.

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40

Andrade, Marta A., and Luísa M. D. R. S. Martins. "Organocatalysis Meets Hydrocarbon Oxyfunctionalization: the Role of N ‐Hydroxyimides." European Journal of Organic Chemistry 2021, no. 33 (2021): 4715–27. http://dx.doi.org/10.1002/ejoc.202100479.

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41

Mello, Rossella, Michele Fiorentino, Caterina Fusco, and Ruggero Curci. "Oxidations by methyl(trifluoromethyl)dioxirane. 2. Oxyfunctionalization of saturated hydrocarbons." Journal of the American Chemical Society 111, no. 17 (1989): 6749–57. http://dx.doi.org/10.1021/ja00199a039.

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42

Mello, Rossella, Francesco Ciminale, Michele Fiorentino, Caterina Fusco, Teresa Prencipe, and Ruggero Curci. "Oxidations by methyl(trifluoromethyl)dioxirane. 4.1 oxyfunctionalization of aromatic hydrocarbons." Tetrahedron Letters 31, no. 42 (1990): 6097–100. http://dx.doi.org/10.1016/s0040-4039(00)98039-0.

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43

LI, Yongfei, Xuhui YAN, Guofang JIANG, Qiang LIU, Jianxin SONG, and Cancheng GUO. "Toluene Oxyfunctionalization with Air over Metalloporphyrins and Reaction Condition Optimization." Chinese Journal of Chemical Engineering 15, no. 3 (2007): 453–57. http://dx.doi.org/10.1016/s1004-9541(07)60107-4.

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44

Lee, Jong Seok, Hui Cao, and Philip L. Fuchs. "Ruthenium-Catalyzed Mild C−H Oxyfunctionalization of Cyclic Steroidal Ethers1." Journal of Organic Chemistry 72, no. 15 (2007): 5820–23. http://dx.doi.org/10.1021/jo070382s.

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45

Kuck, Dietmar, Andreas Schuster, Caterina Fusco, Michele Fiorentino, and Ruggero Curci. "Oxyfunctionalization of Nonnatural Targets by Dioxiranes. Selective Oxidation of Centropolyindans." Journal of the American Chemical Society 116, no. 6 (1994): 2375–81. http://dx.doi.org/10.1021/ja00085a017.

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46

Sedenkova, Kseniya N., Kristian S. Andriasov, Tamara S. Kuznetsova, and Elena B. Averina. "Oxyfunctionalization of CH2-Group Activated by Adjacent Three-Membered Ring." Current Organic Synthesis 15, no. 4 (2018): 515–32. http://dx.doi.org/10.2174/1570179415666180405113158.

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Background: Increasing use of the three-membered ring in drug development initiates the search for efficient methods of transformations of cyclopropane derivatives. Oxidation of methylene group activated by an adjacent cyclopropane represents a direct approach towards carbonylcyclopropanes, allows avoiding unnecessary synthetic stages and meets the requirements of atom economy. Objective: In this review all available data concerning the oxidation of cyclopropane-containing hydrocarbons and their functionally substituted derivatives are systematized, and the general regularities between the str

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47

Choi, Da Som, Jinhyun Kim, Frank Hollmann, and Chan Beum Park. "Solar‐Assisted eBiorefinery: Photoelectrochemical Pairing of Oxyfunctionalization and Hydrogenation Reactions." Angewandte Chemie 132, no. 37 (2020): 16020–24. http://dx.doi.org/10.1002/ange.202006893.

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48

Pennec, Alizé, Cheri L. Jacobs, Diederik J. Opperman, and Martha S. Smit. "Revisiting Cytochrome P450-Mediated Oxyfunctionalization of Linear and Cyclic Alkanes." Advanced Synthesis & Catalysis 357, no. 1 (2014): 118–30. http://dx.doi.org/10.1002/adsc.201400410.

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49

DESMARTEAU, D. D., A. DONADELLI, V. MONTANARI, V. A. PETROV, and G. RESNATI. "ChemInform Abstract: Mild and Selective Oxyfunctionalization of Hydrocarbons by Perfluorodialkyloxaziridines." ChemInform 24, no. 41 (2010): no. http://dx.doi.org/10.1002/chin.199341124.

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50

Kitanosono, Taku, Shinki Tani, and Shū Kobayashi. "Oxyfunctionalization of Active Methylene Compounds Using Sodium Chlorite in Water." Asian Journal of Organic Chemistry 7, no. 2 (2018): 350–54. http://dx.doi.org/10.1002/ajoc.201700646.

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