fluorine

Difluoroacetaldehyde N‐Triftosylhydrazone (DFHZ‐Tfs) as a Bench‐Stable Crystalline Diazo Surrogate for Diazoacetaldehyde and Difluorodiazoethane


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  • Y. Ning, X. Zhang, Y. Gai, Y. Dong, P. Sivaguru, Y. Wang, B.R.P. Reddy, G. Zanoni, and X. Bi, "Difluoroacetaldehyde N ‐Triftosylhydrazone (DFHZ‐Tfs) as a Bench‐Stable Crystalline Diazo Surrogate for Diazoacetaldehyde and Difluorodiazoethane", Angewandte Chemie International Edition, vol. 59, pp. 6473-6481, 2020. http://dx.doi.org/10.1002/anie.202000119
  • 18F-Trifluoromethanesulfinate Enables Direct C–H 18F-Trifluoromethylation of Native Aromatic Residues in Peptides

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  • C.W. Kee, O. Tack, F. Guibbal, T.C. Wilson, P.G. Isenegger, M. Imiołek, S. Verhoog, M. Tilby, G. Boscutti, S. Ashworth, J. Chupin, R. Kashani, A.W.J. Poh, J.K. Sosabowski, S. Macholl, C. Plisson, B. Cornelissen, M.C. Willis, J. Passchier, B.G. Davis, and V. Gouverneur, "18F-Trifluoromethanesulfinate Enables Direct C–H 18F-Trifluoromethylation of Native Aromatic Residues in Peptides", Journal of the American Chemical Society, vol. 142, pp. 1180-1185, 2020. http://dx.doi.org/10.1021/jacs.9b11709
  • Open-Shell Fluorination of Alkyl Bromides: Unexpected Selectivity in a Silyl Radical-Mediated Chain Process

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  • G.H. Lovett, S. Chen, X. Xue, K.N. Houk, and D.W.C. MacMillan, "Open-Shell Fluorination of Alkyl Bromides: Unexpected Selectivity in a Silyl Radical-Mediated Chain Process", Journal of the American Chemical Society, vol. 141, pp. 20031-20036, 2019. http://dx.doi.org/10.1021/jacs.9b11434
  • Studies of Halogen Bonding Induced by Pentafluorosulfanyl Aryl Iodides: A Potential Group of Halogen Bond Donors in a Rational Drug Design

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  • . Sumii, . Sasaki, . Tsuzuki, and . Shibata, "Studies of Halogen Bonding Induced by Pentafluorosulfanyl Aryl Iodides: A Potential Group of Halogen Bond Donors in a Rational Drug Design", Molecules, vol. 24, pp. 3610, 2019. http://dx.doi.org/10.3390/molecules24193610
  • Rapid Entry into Biologically Relevant a,a-Difluoroalkylphosphonates Bearing Allyl Protection–Deblocking under Ru(II)/(IV)-Catalysis

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  • K. Panigrahi, X. Fei, M. Kitamura, and D.B. Berkowitz, "Rapid Entry into Biologically Relevant α,α-Difluoroalkylphosphonates Bearing Allyl Protection–Deblocking under Ru(II)/(IV)-Catalysis", Organic Letters, vol. 21, pp. 9846-9851, 2019. http://dx.doi.org/10.1021/acs.orglett.9b03707
  • Site‐Selective, Modular Diversification of Polyhalogenated Aryl Fluorosulfates (ArOSO2F) Enabled by an Air‐Stable Pd(I) Dimer

    Very interesting solvent effect described by Schoenebeck, making it possible to selectively couple @ C-Br, then @ C-OSO2F, and finally @ C-Cl bonds on a range of substrates.
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  • M. Mendel, I. Kalvet, D. Hupperich, G. Magnin, and F. Schoenebeck, "Site‐Selective, Modular Diversification of Polyhalogenated Aryl Fluorosulfates (ArOSO 2 F) Enabled by an Air‐Stable Pd I Dimer", Angewandte Chemie International Edition, vol. 59, pp. 2115-2119, 2020. http://dx.doi.org/10.1002/anie.201911465
  • Optimization and Gram-Scale Preparation of S-Trifluoromethyl Sulfoximines and Sulfilimino Iminiums, Powerful Reagents for the Late Stage Introduction of the CF3 Group

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  • A. Barthelemy, V. Certal, G. Dagousset, E. Anselmi, L. Bertin, L. Fabien, B. Salgues, P. Courtes, C. Poma, Y. El-Ahmad, and E. Magnier, "Optimization and Gram-Scale Preparation of S-Trifluoromethyl Sulfoximines and Sulfilimino Iminiums, Powerful Reagents for the Late Stage Introduction of the CF3 Group", Organic Process Research & Development, 2019. http://dx.doi.org/10.1021/acs.oprd.9b00403
  • Regioselective Synthesis of Functionalized 3- or 5-Fluoroalkyl Isoxazoles and Pyrazoles from Fluoroalkyl Ynones and Binucleophiles

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  • B.A. Chalyk, A. Khutorianskyi, A. Lysenko, Y. Fil, Y.O. Kuchkovska, K.S. Gavrilenko, I. Bakanovych, Y.S. Moroz, A.O. Gorlova, and O.O. Grygorenko, "Regioselective Synthesis of Functionalized 3- or 5-Fluoroalkyl Isoxazoles and Pyrazoles from Fluoroalkyl Ynones and Binucleophiles", The Journal of Organic Chemistry, vol. 84, pp. 15212-15225, 2019. http://dx.doi.org/10.1021/acs.joc.9b02258
  • Synthesis of 5-(Fluoroalkyl)isoxazole Building Blocks by Regioselective Reactions of Functionalized Halogenoximes

    Enamine chemists reported a comprehensive study of regioselective [3 + 2] cycloaddition reactions – an efficient approach towards 3,5-disubstituted isoxazole building blocks bearing mono-, di- or trifluoromethyl substituents. More than 100 derivatives were obtained on up to 130 g scale, and multigram quantities of representative examples are available from EnamineStore at the isoxazole library
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  • B.A. Chalyk, K.V. Hrebeniuk, Y.V. Fil, K.S. Gavrilenko, A.B. Rozhenko, B.V. Vashchenko, O.V. Borysov, A.V. Biitseva, P.S. Lebed, I. Bakanovych, Y.S. Moroz, and O.O. Grygorenko, "Synthesis of 5-(Fluoroalkyl)isoxazole Building Blocks by Regioselective Reactions of Functionalized Halogenoximes", The Journal of Organic Chemistry, vol. 84, pp. 15877-15899, 2019. http://dx.doi.org/10.1021/acs.joc.9b02264