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Artigos de revistas sobre o tema "Fluorocyclopropane"

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Autor: Grafiati

Publicado: 7 de julho de 2024

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1

Dall'O, L., e H. Heydtmann. "Kinetic Study of Chemically Activated Fluorocyclopropane". Berichte der Bunsengesellschaft für physikalische Chemie 91, n.º 1 (janeiro de 1987): 24–30. http://dx.doi.org/10.1002/bbpc.19870910107.

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2

Toyota, Akemi, Yoshinori Ono, Chikara Kaneko e Isao Hayakawa. "A novel stereoselective synthesis of cis-2-fluorocyclopropane-1-carboxylic acid". Tetrahedron Letters 37, n.º 47 (novembro de 1996): 8507–10. http://dx.doi.org/10.1016/0040-4039(96)01952-1.

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3

TOYOTA, A., Y. ONO, C. KANEKO e I. HAYAKAWA. "ChemInform Abstract: A Novel Stereoselective Synthesis of cis-2-Fluorocyclopropane-1- carboxylic Acid." ChemInform 28, n.º 12 (4 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199712078.

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4

Pons, Amandine, Jonathan Decaens, Riham Najjar, Nansalmaa Otog, Mathieu Arribat, Sandrine Jolly, Samuel Couve-Bonnaire et al. "Fluorocyclopropane-Containing Proline Analogue: Synthesis and Conformation of an Item in the Peptide Chemistʼs Toolbox". ACS Omega 7, n.º 6 (4 de fevereiro de 2022): 4868–78. http://dx.doi.org/10.1021/acsomega.1c05337.

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5

Kaupert, Cornelia, Horst Heydtmann e Walter Thiel. "The vibrational spectra of the monohalogenated cyclopropanes: Ab initio calculations and an experimental study of fluorocyclopropane". Chemical Physics 156, n.º 1 (setembro de 1991): 85–93. http://dx.doi.org/10.1016/0301-0104(91)87040-3.

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6

Zhang, Fei, Zhiguo J. Song, Dave Tschaen e R. P. Volante. "Enantioselective Preparation of Ring-Fused 1-Fluorocyclopropane-1-carboxylate Derivatives: En Route to mGluR 2 Receptor Agonist MGS0028". Organic Letters 6, n.º 21 (outubro de 2004): 3775–77. http://dx.doi.org/10.1021/ol0484512.

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7

Saito, Akio, Hisanaka Ito e Takeo Taguchi. "A stereoselective preparation of 1-fluorocyclopropane-1-carboxylate derivatives through radical addition of fluoroiodoacetate to alkenes followed by intramolecular substitution reaction". Tetrahedron 57, n.º 35 (agosto de 2001): 7487–93. http://dx.doi.org/10.1016/s0040-4020(01)00726-8.

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8

Delion, Laëtitia, Thomas Poisson, Philippe Jubault, Xavier Pannecoucke e André B. Charette. "Synthesis of fluorocyclopropanes via the enantioselective cyclopropanation of fluoro-substituted allylic alcohols using zinc carbenoids". Canadian Journal of Chemistry 98, n.º 9 (setembro de 2020): 516–23. http://dx.doi.org/10.1139/cjc-2020-0036.

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Cyclopropanation reactions using zinc carbenoids are a powerful means to access cyclopropanes. Described herein is an enantioselective version of the reaction using zinc reagents and a chiral dioxaborolane ligand in the generation of fluorocyclopropanes. Readily available 2- and 3-fluoroallylic alcohols were efficiently cyclopropanated in high yields and excellent enantioselectivities. This method provides access to a variety of structurally diverse chiral fluorocyclopropanes that can be used as useful chiral building blocks.

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9

Saito, Akio, Hisanaka Ito e Takeo Taguchi. "ChemInform Abstract: A Stereoselective Preparation of 1-Fluorocyclopropane-1-carboxylate Derivatives Through Radical Addition of Fluoroiodoacetate to Alkenes Followed by Intramolecular Substitution Reaction." ChemInform 32, n.º 51 (23 de maio de 2010): no. http://dx.doi.org/10.1002/chin.200151053.

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10

Garbacz, Piotr, Janusz Cukras e Michał Jaszuński. "A theoretical study of potentially observable chirality-sensitive NMR effects in molecules". Physical Chemistry Chemical Physics 17, n.º 35 (2015): 22642–51. http://dx.doi.org/10.1039/c5cp02870a.

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11

Boger, Dale L., e Tracy J. Jenkins. "Synthesis, X-ray Structure, and Properties of Fluorocyclopropane Analogs of the Duocarmycins Incorporating the 9,9-Difluoro-1,2,9,9a-tetrahydrocyclopropa[c]benzo[e]indol-4-one (F2CBI) Alkylation Subunit". Journal of the American Chemical Society 118, n.º 37 (janeiro de 1996): 8860–70. http://dx.doi.org/10.1021/ja961888n.

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12

BOGER, D. L., e T. J. JENKINS. "ChemInform Abstract: Synthesis, X-Ray Structure, and Properties of Fluorocyclopropane Analogues of the Duocarmycins Incorporating the 9,9-Difluoro-1,2,9,9a- tetrahydrocyclopropa(c)benzo(e)indol-4-one (F2CBI) Alkylation Subunit." ChemInform 28, n.º 3 (25 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199703290.

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13

Jubault, Philippe, Amandine Pons, Thomas Poisson, Xavier Pannecoucke e André Charette. "Synthesis and Applications of Fluorocyclopropanes". Synthesis 48, n.º 23 (16 de agosto de 2016): 4060–71. http://dx.doi.org/10.1055/s-0035-1560557.

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14

Brey, Wallace S. "Carbon-13 NMR of fluorocyclopropanes". Magnetic Resonance in Chemistry 46, n.º 5 (2008): 480–92. http://dx.doi.org/10.1002/mrc.2205.

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15

Craig, Norman C., Julianto Pranata, Julian R. Sprague e Philip S. Stevens. "Vibrational spectra of 3-fluorocyclopropene-d0 and -d3". Spectrochimica Acta Part A: Molecular Spectroscopy 43, n.º 6 (janeiro de 1987): 753–61. http://dx.doi.org/10.1016/0584-8539(87)80217-9.

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16

Komoriya, Satoshi, Takashi Odagiri, Hiroaki Inagaki, Masatoshi Nagamochi, Rie Miyauchi, Ken-ichi Yoshida, Takahiro Kitamura e Hisashi Takahashi. "Discovery of Novel 7-[(1R,5S)-1-Amino-5-fluoro-3-azabicyclo[3.3.0]octan-3-yl]-6-fluoro-1-[(1R,2S)-2-fluorocyclopropane]-8-(methoxy or methyl)quinolones". Chemical and Pharmaceutical Bulletin 67, n.º 1 (1 de janeiro de 2019): 47–58. http://dx.doi.org/10.1248/cpb.c18-00671.

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17

Dolbier,, William R., G. Robert Shelton, Merle A. Battiste, John F. Stanton e David R. Price. "Computational Discovery of a Novel Automerization Process for 1-Fluorocyclopropene". Organic Letters 4, n.º 2 (janeiro de 2002): 233–35. http://dx.doi.org/10.1021/ol0169574.

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18

Pons, Amandine, Hélène Beucher, Pavel Ivashkin, Gérald Lemonnier, Thomas Poisson, André B. Charette, Philippe Jubault e Xavier Pannecoucke. "Rhodium-Catalyzed Cyclopropanation of Fluorinated Olefins: A Straightforward Route to Highly Functionalized Fluorocyclopropanes". Organic Letters 17, n.º 7 (13 de março de 2015): 1790–93. http://dx.doi.org/10.1021/acs.orglett.5b00576.

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19

Dolbier, William R., e Conrad R. Burkholder. "Chlorofluorocarbene from reaction of fluorotrichloromethane with reduced titanium. Synthesis of 1-chloro-1-fluorocyclopropanes". Journal of Organic Chemistry 55, n.º 2 (janeiro de 1990): 589–94. http://dx.doi.org/10.1021/jo00289a038.

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20

Dehmlow, Eckehard V., e Elisabeth Take. "Selective Preparation of 1,2,3-Trichloro-3-fluorocyclopropene and notes on nucleophilic substitutions of perchlorocyclopropene". Journal f�r Praktische Chemie/Chemiker-Zeitung 336, n.º 6 (1994): 553–54. http://dx.doi.org/10.1002/prac.19943360617.

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21

Pons, Amandine, Helene Beucher, Pavel Ivashkin, Gerald Lemonnier, Thomas Poisson, Andre B. Charette, Philippe Jubault e Xavier Pannecoucke. "ChemInform Abstract: Rhodium-Catalyzed Cyclopropanation of Fluorinated Olefins: A Straightforward Route to Highly Functionalized Fluorocyclopropanes." ChemInform 46, n.º 33 (28 de julho de 2015): no. http://dx.doi.org/10.1002/chin.201533086.

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22

Yang, Zhen-Yu, Paul J. Krusic e Bruce E. Smart. "Ring-Opening Reactions of Fluorocyclopropanes with Halogens: A General and Useful Route to 1,3-Dihalofluoropropane Derivatives". Journal of the American Chemical Society 117, n.º 19 (maio de 1995): 5397–98. http://dx.doi.org/10.1021/ja00124a038.

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23

DEHMLOW, E. V., e E. TAKE. "ChemInform Abstract: Selective Preparation of 1,2,3-Trichloro-3-fluorocyclopropene and Notes on Nucleophilic Substitutions of Perchlorocyclopropene." ChemInform 26, n.º 3 (18 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199503102.

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24

Dolbier, William R., e Conrad R. Burkholder. "Generation of chlorofluorocarbene by dehalogenation of fluorotrichloromethane with reduced titanium. A new synthesis of 1-chloro-1-fluorocyclopropanes." Tetrahedron Letters 29, n.º 51 (1988): 6749–52. http://dx.doi.org/10.1016/s0040-4039(00)82445-4.

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25

Honjou, Nobumitsu. "The ab initio molecular orbital studies of the C3H3F isomers: structures and stabilities of fluoroallene, fluoropropyne, and fluorocyclopropene". Journal of Physical Chemistry 92, n.º 9 (maio de 1988): 2410–15. http://dx.doi.org/10.1021/j100320a005.

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26

YANG, Z. Y., P. J. KRUSIC e B. E. SMART. "ChemInform Abstract: Ring-Opening Reactions of Fluorocyclopropanes with Halogens: A General and Useful Route to 1,3-Dihalofluoropropane Derivatives." ChemInform 26, n.º 39 (17 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199539100.

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27

Müller, Paul, Gérald Bernardinelli, Jean Pfyffer e Jean-Pierre Schaller. "Stereo and Face Selectivity in Cycloadditions of 1,2,3-Trichloro-3-fluorocyclopropenes to Acyclic Dienes and Furans". Helvetica Chimica Acta 74, n.º 5 (7 de agosto de 1991): 993–1001. http://dx.doi.org/10.1002/hlca.19910740510.

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28

KUSUMOTO, Tetsuo, Ken-ichi SATO, Manabu KUROBOSHI, Tamejiro HIYAM, Sadao TAKEHARA, Masashi OSAWA e Kayoko NAKAMURA. "Special Articles on Organic and Inorganic Optical Materials. Optically Active Fluorocyclopropanes and Trifluoromethylcyclopropanes as Chiral Dopants for Ferroelectric Liquid Crystals." NIPPON KAGAKU KAISHI, n.º 10 (1992): 1189–96. http://dx.doi.org/10.1246/nikkashi.1992.1189.

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29

MUELLER, P., G. BERNARDINELLI, J. PFYFFER e J. P. SCHALLER. "ChemInform Abstract: Stereo and Face Selectivity in Cycloadditions of 1,2,3-Trichloro-3- fluorocyclopropenes to Acyclic Dienes and Furans." ChemInform 22, n.º 42 (22 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199142071.

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30

Bondarenko, O. B., A. I. Komarov e N. V. Zyk. "Nitrosation of 2-aryl-1-bromo-1-fluorocyclopropanes with nitrosonium tetrafluoroborate as an approach to the synthesis of 5-aryl-4-bromo-4-fluoroisoxazolines". Russian Chemical Bulletin 65, n.º 7 (julho de 2016): 1882–83. http://dx.doi.org/10.1007/s11172-016-1526-5.

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31

Rademacher, Paul. "Electronic and geometrical structures of cyclopropanes, part 51. fluorocyclopropanes. linear correlation of orbital energies with C–C bond lengths. further improvement of the two-orbitals model". Structural Chemistry 17, n.º 1 (fevereiro de 2006): 19–25. http://dx.doi.org/10.1007/s11224-006-9037-x.

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32

Inagaki, Hiroaki, Satoru Miyauchi, Rie N. Miyauchi, Haruko C. Kawato, Hitoshi Ohki, Norikazu Matsuhashi, Katsuhiro Kawakami, Hisashi Takahashi e Makoto Takemura. "Synthesis and Structure−Activity Relationships of 5-Amino-6-fluoro-1-[(1R,2S)-2-fluorocyclopropan-1-yl]-8-methylquinolonecarboxylic Acid Antibacterials Having Fluorinated 7-[(3R)-3-(1-Aminocyclopropan-1-yl)pyrrolidin-1-yl] Substituents1". Journal of Medicinal Chemistry 46, n.º 6 (março de 2003): 1005–15. http://dx.doi.org/10.1021/jm020328y.

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33

Inagaki, Hiroaki, Hisashi Takahashi e Makoto Takemura. "Synthesis and antibacterial activity of novel 6-fluoro-1-[(1R,2S)-2-fluorocyclopropan-1-yl]-4-oxoquinoline-3-carboxylic acids bearing cyclopropane-fused 2-amino-8-azabicyclo[4.3.0]nonan-8-yl substituents at the C-7 position". Bioorganic & Medicinal Chemistry Letters 14, n.º 20 (outubro de 2004): 5193–98. http://dx.doi.org/10.1016/j.bmcl.2004.07.064.

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34

"Diastereoselective Synthesis of cis-β-Fluorocyclopropane Carboxylates". Synfacts 11, n.º 07 (17 de junho de 2015): 0743. http://dx.doi.org/10.1055/s-0034-1380931.

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35

DALL'O, L., e H. HEYDTMANN. "ChemInform Abstract: Kinetic Study of Chemically Activated Fluorocyclopropane." ChemInform 18, n.º 22 (2 de junho de 1987). http://dx.doi.org/10.1002/chin.198722158.

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36

Zhang, Fei, Zhiguo J. Song, Dave Tschaen e R. P. Volante. "Enantioselective Preparation of Ring-Fused 1-Fluorocyclopropane-1-carboxylate Derivatives: En Route to mGIuR 2 Receptor Agonist MGS0028 (I)". ChemInform 36, n.º 4 (25 de janeiro de 2005). http://dx.doi.org/10.1002/chin.200504079.

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37

Percy, J. M. "Fluorocyclopropanes". ChemInform 38, n.º 16 (17 de abril de 2007). http://dx.doi.org/10.1002/chin.200716261.

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38

CRAIG, N. C., K. L. SLOAN, J. R. SPRAGUE e P. S. STEVENS. "ChemInform Abstract: 3-FLUOROCYCLOPROPENE". Chemischer Informationsdienst 16, n.º 11 (19 de março de 1985). http://dx.doi.org/10.1002/chin.198511157.

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39

Veliks, Janis, e Renate Melngaile. "Synthetic Applications of Monofluoromethylsulfonium Salts". Synthesis, 13 de julho de 2021. http://dx.doi.org/10.1055/a-1548-8240.

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AbstractMonofluoromethylsulfonium salts are emerging reagents for the fluoromethylation and fluoromethylenation or fluoromethylene transfer. Using this type of reagent is a simple approach for the introduction of the fluoromethyl group into a wide range of nucleophiles using mild basic conditions. Recently, fluoromethylsulfonium salts have been demonstrated to act as a synthetic equivalent for the challenging fluoromethylene synthon. For instance, these reagents can be used for the direct synthesis of monofluoroepoxides and fluorocyclopropanes from activated alkenes via a sulfur fluoromethylide intermediate. Sulfonium salts are an alternative, easy-to-handle option to volatile and environmentally concerning freons for achieving monofluorinated compounds. This review focuses on synthetic application of these reagents known to date.1 Introduction2 Fluoromethylation of O-, N-, S-, P-, and C-Nucleophiles3 Sulfonium Salts for Radical Monofluoromethylation of Alkenes4 Sulfonium Salts for Fluoromethylene Transfer5 Conclusions

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40

DOLBIER, W. R. JUN, e C. R. BURKHOLDER. "ChemInform Abstract: Chlorofluorocarbene from Reaction of Fluorotrichloromethane with Reduced Titanium. Synthesis of 1-Chloro-1-fluorocyclopropanes." ChemInform 21, n.º 25 (19 de junho de 1990). http://dx.doi.org/10.1002/chin.199025114.

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41

DOLBIER, W. R. JUN, e C. R. BURKHOLDER. "ChemInform Abstract: Generation of Chlorofluorocarbene by Dehalogenation of Fluorotrichloromethane with Reduced Titanium. A New Synthesis of 1-Chloro-1-fluorocyclopropanes." ChemInform 20, n.º 32 (8 de agosto de 1989). http://dx.doi.org/10.1002/chin.198932137.

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42

Inagaki, Hiroaki, Hisashi Takahashi e Makoto Takemura. "Synthesis and Antibacterial Activity of Novel 6-Fluoro-1- [(1R,2S)-2-fluorocyclopropan-1-yl]-4-oxoquinoline-3-carboxylic Acids Bearing Cyclopropane-Fused 2-Amino-8-azabicyclo[4.3.0]nonan-8-yl Substituents at the C-7 Position." ChemInform 36, n.º 4 (25 de janeiro de 2005). http://dx.doi.org/10.1002/chin.200504155.

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