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Journal articles on the topic 'Fluoroamines'

Author: Grafiati

Published: 4 June 2021

Last updated: 12 February 2022

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1

Toulgui, Ch, M. M. Chaabouni та A. Baklouti. "Synthese de β-fluoroamines". Journal of Fluorine Chemistry 46, № 3 (1990): 385–91. http://dx.doi.org/10.1016/s0022-1139(00)82924-3.

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2

Médoc, M., and F. Sobrio. "Nucleophilic radiofluorination at room temperature via aziridinium intermediates." RSC Adv. 4, no. 67 (2014): 35371–74. http://dx.doi.org/10.1039/c4ra07158a.

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3

Posakony, Jeffrey J., and Timothy J. Tewson. "Fluoroamines via Chiral Cyclic Sulfamidates." Synthesis 2002, no. 06 (2002): 766–70. http://dx.doi.org/10.1055/s-2002-25766.

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4

Okoromoba, Otome E., Zhou Li, Nicole Robertson, et al. "Achieving regio- and stereo-control in the fluorination of aziridines under acidic conditions." Chemical Communications 52, no. 91 (2016): 13353–56. http://dx.doi.org/10.1039/c6cc07855a.

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DMPU–HF demonstrates good reactivity and regioselectivity in conversion of aziridines into biologically important β-fluoroamines. The stereochemistry of aziridine-opening was found to be depend greatly on substitution pattern.

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5

Chevis, Philip J., Sirilak Wangngae, Thanaphat Thaima та ін. "Highly diastereoselective synthesis of enantioenriched anti-α-allyl-β-fluoroamines". Chemical Communications 55, № 43 (2019): 6050–53. http://dx.doi.org/10.1039/c9cc02765c.

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A highly diastereoselective synthesis (dr = 99 : 1 97 : 3) of enantioenriched anti-α-allyl-β-fluoroamines (ee = 86–92%) has been developed involving a highly diastereoselective Petasis allyl borono-Mannich reaction of (S)- or (R)-α-fluoroaldehydes.

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6

Park, Hyeonjeong, Doo-Ha Yoon, Hyun-Joon Ha, Se In Son, and Won Koo Lee. "Asymmetric Synthesis of Fluoroamines from Chiral Aziridines." Bulletin of the Korean Chemical Society 35, no. 3 (2014): 699–700. http://dx.doi.org/10.5012/bkcs.2014.35.3.699.

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7

Posakony, Jeffrey J., and Timothy J. Tewson. "ChemInform Abstract: Fluoroamines via Chiral Cyclic Sulfamidates." ChemInform 33, no. 34 (2010): no. http://dx.doi.org/10.1002/chin.200234081.

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8

Hamman, S., та C. G. Beguin. "Selective reduction of β-fluoroazides to β-fluoroamines". Journal of Fluorine Chemistry 37, № 2 (1987): 191–96. http://dx.doi.org/10.1016/s0022-1139(00)82016-3.

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9

Posakony, J. J., and T. J. Tewson. "The synthesis and characterization of [18F]-labeled fluoroamines." Journal of Labelled Compounds and Radiopharmaceuticals 44, S1 (2001): S925—S926. http://dx.doi.org/10.1002/jlcr.25804401325.

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10

O’Reilly, Matthew C., та Craig W. Lindsley. "A general, enantioselective synthesis of β- and γ-fluoroamines". Tetrahedron Letters 54, № 28 (2013): 3627–29. http://dx.doi.org/10.1016/j.tetlet.2013.04.116.

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11

Park, Hyeonjeong, Doo-Ha Yoon, Hyun-Joon Ha, Se In Son, and Won Koo Lee. "ChemInform Abstract: Asymmetric Synthesis of Fluoroamines from Chiral Aziridines." ChemInform 45, no. 36 (2014): no. http://dx.doi.org/10.1002/chin.201436042.

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12

Schulte, Michael L., та Craig W. Lindsley. "Highly Diastereoselective and General Synthesis of Primary β-Fluoroamines". Organic Letters 13, № 20 (2011): 5684–87. http://dx.doi.org/10.1021/ol202415j.

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13

Kikuchi, K., Y. Takeoka, M. Rikukawa, and K. Sanui. "Architecture and optical properties of two-dimensional perovskite compounds containing fluoroamines." Synthetic Metals 137, no. 1-3 (2003): 903–4. http://dx.doi.org/10.1016/s0379-6779(02)01017-2.

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14

Schulte, Michael L., та Craig W. Lindsley. "ChemInform Abstract: Highly Diastereoselective and General Synthesis of Primary β-Fluoroamines." ChemInform 43, № 6 (2012): no. http://dx.doi.org/10.1002/chin.201206080.

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15

Kalow, Julia A., Dana E. Schmitt та Abigail G. Doyle. "Synthesis of β-Fluoroamines by Lewis Base Catalyzed Hydrofluorination of Aziridines". Journal of Organic Chemistry 77, № 8 (2012): 4177–83. http://dx.doi.org/10.1021/jo300433a.

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16

O'Reilly, Matthew C., та Craig W. Lindsley. "ChemInform Abstract: A General, Enantioselective Synthesis of β- and γ-Fluoroamines." ChemInform 44, № 41 (2013): no. http://dx.doi.org/10.1002/chin.201341032.

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17

Chen, Pinhong, та Guosheng Liu. "Advancements in Aminofluorination of Alkenes and Alkynes: Convenient Access to β-Fluoroamines". European Journal of Organic Chemistry 2015, № 20 (2015): 4295–309. http://dx.doi.org/10.1002/ejoc.201500231.

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18

Sasson, Revital, and Shlomo Rozen. "Bromofluorination of olefins using BrF3; an efficient route for fluoroalkenes and fluoroamines." Journal of Fluorine Chemistry 127, no. 7 (2006): 962–65. http://dx.doi.org/10.1016/j.jfluchem.2006.04.008.

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19

Vasdev, Neil, Erik M. van Oosten, Karin A. Stephenson, et al. "[18F]Fluoroamines via ring-opening of N-Cbz-2-methylaziridine with [18F]-fluoride." Tetrahedron Letters 50, no. 5 (2009): 544–47. http://dx.doi.org/10.1016/j.tetlet.2008.11.074.

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20

Fadeyi, Olugbeminiyi O., та Craig W. Lindsley. "Rapid, General Access to Chiral β-Fluoroamines and β,β-Difluoroamines via Organocatalysis". Organic Letters 11, № 4 (2009): 943–46. http://dx.doi.org/10.1021/ol802930q.

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21

Woolf, A. A. "Relative boiling points of fluoro-ethers, fluoroamines and other fluorocarbon derivatives to fluorocarbons." Journal of Fluorine Chemistry 94, no. 1 (1999): 47–50. http://dx.doi.org/10.1016/s0022-1139(98)00336-4.

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22

Thibaudeau, Sébastien, Agnès Martin-Mingot, Marie-Paule Jouannetaud, Omar Karam та Fabien Zunino. "A novel, facile route to β-fluoroamines by hydrofluorination using superacid HF–SbF5". Chemical Communications, № 30 (2007): 3198. http://dx.doi.org/10.1039/b703629a.

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23

Roagna, Giulia, David M. H. Ascough, Francesco Ibba та ін. "Hydrogen Bonding Phase-Transfer Catalysis with Ionic Reactants: Enantioselective Synthesis of γ-Fluoroamines". Journal of the American Chemical Society 142, № 33 (2020): 14045–51. http://dx.doi.org/10.1021/jacs.0c05131.

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24

Kalow, Julia A., Dana E. Schmitt та Abigail G. Doyle. "ChemInform Abstract: Synthesis of β-Fluoroamines by Lewis Base Catalyzed Hydrofluorination of Aziridines." ChemInform 43, № 32 (2012): no. http://dx.doi.org/10.1002/chin.201232048.

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25

Pupo, Gabriele, Anna Chiara Vicini, David M. H. Ascough та ін. "Hydrogen Bonding Phase-Transfer Catalysis with Potassium Fluoride: Enantioselective Synthesis of β-Fluoroamines". Journal of the American Chemical Society 141, № 7 (2019): 2878–83. http://dx.doi.org/10.1021/jacs.8b12568.

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26

Gupta, Om Dutt, Robert L. Kirchmeier, and Jean'ne M. Shreeve. "Reactions of trifluoroamine oxide: a route to acyclic and cyclic fluoroamines and N-nitrosoamines." Journal of the American Chemical Society 112, no. 6 (1990): 2383–86. http://dx.doi.org/10.1021/ja00162a045.

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27

Trost, Barry M., Tanguy Saget, Andreas Lerchen та Chao-I. Joey Hung. "Catalytic Asymmetric Mannich Reactions with Fluorinated Aromatic Ketones: Efficient Access to Chiral β-Fluoroamines". Angewandte Chemie 128, № 2 (2015): 791–94. http://dx.doi.org/10.1002/ange.201509719.

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28

Cuetos, Aníbal, Marina García-Ramos, Eva-Maria Fischereder та ін. "Catalytic Promiscuity of Transaminases: Preparation of Enantioenriched β-Fluoroamines by Formal Tandem Hydrodefluorination/Deamination". Angewandte Chemie 128, № 9 (2016): 3196–99. http://dx.doi.org/10.1002/ange.201510554.

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29

Trost, Barry M., Tanguy Saget, Andreas Lerchen та Chao-I. Joey Hung. "Catalytic Asymmetric Mannich Reactions with Fluorinated Aromatic Ketones: Efficient Access to Chiral β-Fluoroamines". Angewandte Chemie International Edition 55, № 2 (2015): 781–84. http://dx.doi.org/10.1002/anie.201509719.

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30

Cuetos, Aníbal, Marina García-Ramos, Eva-Maria Fischereder та ін. "Catalytic Promiscuity of Transaminases: Preparation of Enantioenriched β-Fluoroamines by Formal Tandem Hydrodefluorination/Deamination". Angewandte Chemie International Edition 55, № 9 (2016): 3144–47. http://dx.doi.org/10.1002/anie.201510554.

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31

Chen, Pinhong, та Guosheng Liu. "ChemInform Abstract: Advancements in Aminofluorination of Alkenes and Alkynes: Convenient Access to β-Fluoroamines". ChemInform 46, № 36 (2015): no. http://dx.doi.org/10.1002/chin.201536272.

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32

Christen, Dines, Om Dutt Gupta, Johannes Kadel, et al. "An unusual relationship between the nitrogen-fluorine bond lengths and force constants in N-fluoroamines." Journal of the American Chemical Society 113, no. 24 (1991): 9131–35. http://dx.doi.org/10.1021/ja00024a016.

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33

Duthion, Béranger, Domingo Gomez Pardo та Janine Cossy. "Enantioselective Synthesis of β-Fluoroamines from β-Amino Alcohols: Application to the Synthesis of LY503430". Organic Letters 12, № 20 (2010): 4620–23. http://dx.doi.org/10.1021/ol1019579.

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34

Vaithiyanathan, Venkataramasubramanian, Mun Jong Kim, Yidong Liu, Hailong Yan та Choong Eui Song. "Direct Access to Chiral β-Fluoroamines with Quaternary Stereogenic Center through Cooperative Cation-Binding Catalysis". Chemistry - A European Journal 23, № 6 (2016): 1268–72. http://dx.doi.org/10.1002/chem.201605637.

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35

Baumgaertel, H., H. W. Jochims, E. Ruehl, et al. "Photoelectron spectra and molecular properties. 112. Photoelectron and photoionization mass spectra of the fluoroamines NH3-nFn." Inorganic Chemistry 28, no. 5 (1989): 943–49. http://dx.doi.org/10.1021/ic00304a027.

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36

Ashford, Matthew W., Chao Xu, John J. Molloy, et al. "Catalytic Enantioselective Synthesis of Heterocyclic Vicinal Fluoroamines by Using Asymmetric Protonation: Method Development and Mechanistic Study." Chemistry – A European Journal 26, no. 53 (2020): 12249–55. http://dx.doi.org/10.1002/chem.202002543.

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37

CHRISTEN, D., O. D. GUPTA, J. KADEL, et al. "ChemInform Abstract: An Unusual Relationship Between the N-F Bond Lengths and Force Constants in N-Fluoroamines." ChemInform 23, no. 11 (2010): no. http://dx.doi.org/10.1002/chin.199211046.

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38

STAVBER, S., T. S. PECAN, M. PAPEZ, and M. ZUPAN. "ChemInform Abstract: Ritter-Type Fluorofunctionalization as a New, Effective Method for Conversion of Alkenes to Vicinal Fluoroamines." ChemInform 28, no. 9 (2010): no. http://dx.doi.org/10.1002/chin.199709060.

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39

Duthion, Beranger, Domingo Gomez Pardo та Janine Cossy. "ChemInform Abstract: Enantioselective Synthesis of β-Fluoroamines from β-Amino Alcohols: Application to the Synthesis of LY503430." ChemInform 42, № 6 (2011): no. http://dx.doi.org/10.1002/chin.201106051.

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40

Zheng, Bu-Quan, Ling-Yan Chen, Jian-Bo Zhao, et al. "Organocatalytic asymmetric syntheses of 3-fluorooxindoles containing vicinal fluoroamine motifs." Organic & Biomolecular Chemistry 16, no. 46 (2018): 8989–93. http://dx.doi.org/10.1039/c8ob01786g.

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41

Pinter, Emily N., Jenna E. Bingham, Deyaa I. AbuSalim, and Silas P. Cook. "N-Directed fluorination of unactivated Csp3–H bonds." Chemical Science 11, no. 4 (2020): 1102–6. http://dx.doi.org/10.1039/c9sc04055b.

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42

Banks, John W., Andrei S. Batsanov, Judith A. K. Howard, David O’Hagan, Henry S. Rzepa та Sonsoles Martin-Santamaria. "The preferred conformation of α-fluoroamides". Journal of the Chemical Society, Perkin Transactions 2, № 11 (1999): 2409–11. http://dx.doi.org/10.1039/a907452j.

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43

Casab�, Jaume, Andreu Solans, Carmen Diaz, Joan Ribas, Alexandre Segu�, and Montserrat Corbella. "Mixed fluoroamine complexes of chromium(III)." Transition Metal Chemistry 10, no. 4 (1985): 128–30. http://dx.doi.org/10.1007/bf00641581.

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44

Ringstrand, Bryan, Devon Bateman, Richard K. Shoemaker, and Zbyněk Janoušek. "Improved synthesis of [closo-1-CB9H10]– anion and new C-substituted derivatives." Collection of Czechoslovak Chemical Communications 74, no. 3 (2009): 419–31. http://dx.doi.org/10.1135/cccc2008151.

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Abstract:

The Brellochs method was utilized to gain access to the [closo-1-CB9H10]– anion (1). Previous work describing the details of the synthesis of 1 via the [closo-2-CB9H10]– anion (2) was brief and insufficient. Therefore, we report an optimized procedure for the synthesis of 1, the preparation of the unknown C-halogenated series using N-halosuccinimides and bis(benzenesulfonyl)fluoroamine, and the unknown C-methylated product using CH3I. NMR properties and regularities within the series were also investigated.

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45

Banks, John W., Andrei S. Batsanov, Judith A. K. Howard, David O'Hagan, Henry S. Rzepa та Sonsoles Martin-Santamaria. "ChemInform Abstract: The Preferred Conformation of α-Fluoroamides." ChemInform 31, № 8 (2010): no. http://dx.doi.org/10.1002/chin.200008022.

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46

Mason, Jennifer M., Andrew S. Murkin, Lei Li, Vern L. Schramm, Graeme J. Gainsford та Brian W. Skelton. "A β-Fluoroamine Inhibitor of Purine Nucleoside Phosphorylase". Journal of Medicinal Chemistry 51, № 18 (2008): 5880–84. http://dx.doi.org/10.1021/jm800792b.

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47

Karakaş, Aslı, Ayhan Elmali, Hüseyin Ünver, and Ingrid Svoboda. "Nonlinear optical properties, synthesis, structures and spectroscopic studies of N-(4-nitrobenzylidene)-o-fluoroamine and N-(3-nitrobenzylidene)-p-fluoroamine." Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 61, no. 13-14 (2005): 2979–87. http://dx.doi.org/10.1016/j.saa.2004.11.011.

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48

Rey, Yannick P., and Ryan Gilmour. "Modulating NHC catalysis with fluorine." Beilstein Journal of Organic Chemistry 9 (December 6, 2013): 2812–20. http://dx.doi.org/10.3762/bjoc.9.316.

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Fluorination often confers a range of advantages in modulating the conformation and reactivity of small molecule organocatalysts. By strategically introducing fluorine substituents, as part of a β-fluoroamine motif, in a triazolium pre-catalyst, it was possible to modulate the behaviour of the corresponding N-heterocyclic carbene (NHC) with minimal steric alterations to the catalyst core. In this study, the effect of hydrogen to fluorine substitution was evaluated as part of a molecular editing study. X-ray crystallographic analyses of a number of derivatives are presented and the conformation

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49

Groendyke, Brian J., Deyaa I. AbuSalim, and Silas P. Cook. "Iron-Catalyzed, Fluoroamide-Directed C–H Fluorination." Journal of the American Chemical Society 138, no. 39 (2016): 12771–74. http://dx.doi.org/10.1021/jacs.6b08171.

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50

Wu, Huimin, Jennifer Noro, Qiang Wang, Xuerong Fan, Carla Silva, and Artur Cavaco-Paulo. "Jute hydrophobization via laccase-catalyzed grafting of fluorophenol and fluoroamine." RSC Advances 6, no. 93 (2016): 90427–34. http://dx.doi.org/10.1039/c6ra17687a.

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