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Journal articles on the topic 'Trifluoroethylamines'

Author: Grafiati

Published: 4 June 2021

Last updated: 5 February 2022

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1

Augurusa, Alessandra, Meera Mehta, Manuel Perez, Jiangtao Zhu, and Douglas W. Stephan. "Catalytic reduction of amides to amines by electrophilic phosphonium cations via FLP hydrosilylation." Chemical Communications 52, no. 82 (2016): 12195–98. http://dx.doi.org/10.1039/c6cc06914b.

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2

Black, W. Cameron, Christopher I. Bayly, Dana E. Davis, et al. "Trifluoroethylamines as amide isosteres in inhibitors of cathepsin K." Bioorganic & Medicinal Chemistry Letters 15, no. 21 (2005): 4741–44. http://dx.doi.org/10.1016/j.bmcl.2005.07.071.

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3

Konno, Akinori, Toshio Fuchigami, Yasushi Fujita, and Tsutomu Nonaka. "Electrolytic transformation of fluoroorganic compounds. 5. Anodic cyanation of 2,2,2-trifluoroethylamines." Journal of Organic Chemistry 55, no. 6 (1990): 1952–54. http://dx.doi.org/10.1021/jo00293a050.

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4

Allendörfer, Nadine, Alexander Sudau, and Stefan Bräse. "Expedient Trimethylaluminium-Promoted One-Pot Synthesis of Functional Heteroaromatic and Carbocyclic Trifluoroethylamines." Advanced Synthesis & Catalysis 352, no. 16 (2010): 2815–24. http://dx.doi.org/10.1002/adsc.201000188.

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5

Matsumura, Yoshihiro, Takashi Tomita, Masaki Sudoh, and Naoki Kise. "A new reaction system for efficient electrochemical oxidation of N-methoxycarbonyl-2,2,2-trifluoroethylamines." Tetrahedron Letters 35, no. 8 (1994): 1271–74. http://dx.doi.org/10.1016/0040-4039(94)88041-7.

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6

Allendoerfer, Nadine, Alexander Sudau, and Stefan Braese. "ChemInform Abstract: Expedient Trimethylaluminum-Promoted One-Pot Synthesis of Functional Heteroaromatic and Carbocyclic Trifluoroethylamines." ChemInform 42, no. 11 (2011): no. http://dx.doi.org/10.1002/chin.201111073.

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7

MATSUMURA, Y., T. TOMITA, M. SUDOH, and N. KISE. "ChemInform Abstract: A New Reaction System for Efficient Electrochemical Oxidation of N- Methoxycarbonyl-2,2,2-trifluoroethylamines." ChemInform 25, no. 28 (2010): no. http://dx.doi.org/10.1002/chin.199428035.

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8

Gong, Yuefa, Katsuya Kato та Hiroshi Kimoto. "BF3-Promoted Aromatic Substitution ofN-Alkylα-Trifluoromethylated Imine: Facile Synthesis of 1-Aryl-2,2,2-trifluoroethylamines". Bulletin of the Chemical Society of Japan 75, № 12 (2002): 2637–45. http://dx.doi.org/10.1246/bcsj.75.2637.

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9

Gong, Yuefa, та Katsuya Kato. "Convenient preparation of 1-(indol-3-yl)-2,2,2-trifluoroethylamines via Friedel–Crafts reaction of α-trifluoroacetaldehyde hemiaminal". Journal of Fluorine Chemistry 108, № 1 (2001): 83–86. http://dx.doi.org/10.1016/s0022-1139(00)00407-3.

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10

Gong, Yuefa, Katsuya Kato, and Hiroshi Kimoto. "ChemInform Abstract: Friedel-Crafts Reaction of N-Alkyl Trifluoroacetaldehyde Imine: Facile Synthesis of 1-Aryl-2,2,2-trifluoroethylamines." ChemInform 31, no. 46 (2010): no. http://dx.doi.org/10.1002/chin.200046091.

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11

Ishii, Akihiro, Kimio Higashiyama, and Koichi Mikami. "Asymmetric Addition Reactions of Grignard Reagents to Chiral Fluoral Hemiacetal: Asymmetric Synthesis of 1-Substituted-2,2,2-Trifluoroethylamines." Synlett 12, no. 12 (2000): 1381–82. http://dx.doi.org/10.1055/s-1997-1078.

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12

Ishii, Akihiro, Fumie Miyamoto, Kimio Higashiyama, and Koichi Mikami. "Stereospecific Reduction with Retention of Chiral Fluoral-derived 1,3-Oxazolidines with LiAlH4: Asymmetric Synthesis of 1-Substituted 2,2,2-Trifluoroethylamines." Chemistry Letters 27, no. 2 (1998): 119–20. http://dx.doi.org/10.1246/cl.1998.119.

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13

ISHII, A., K. HIGASHIYAMA, and K. MIKAMI. "ChemInform Abstract: Asymmetric Addition Reactions of Grignard Reagents to Chiral Fluoral Hemiacetal: Asymmetric Synthesis of 1-Substituted-2,2,2-trifluoroethylamines." ChemInform 29, no. 13 (2010): no. http://dx.doi.org/10.1002/chin.199813085.

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14

Gong, Yuefa, та Katsuya Kato. "ChemInform Abstract: Convenient Preparation of 1-(Indol-3-yl)-2,2,2-trifluoroethylamines via Friedel-Crafts Reaction of α-Trifluoroacetaldehyde Hemiaminal." ChemInform 32, № 28 (2010): no. http://dx.doi.org/10.1002/chin.200128118.

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15

Keussen, Ch, and H. Dreizler. "I4N Quadrupole Coupling in the Rotational Spectra of 2,2,2-Trifiuoroethylamine. Isopropylamine, and Aminoethanole." Zeitschrift für Naturforschung A 46, no. 6 (1991): 527–34. http://dx.doi.org/10.1515/zna-1991-0608.

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Abstract We utilized the high resolution of microwave Fourier transform spectroscopy to investigate the 14N-hyperfine structure of trans-2,2,2-trifluoroethylamine, CF3CH2NH2, trans-isopropylamine, CH3CHNH2CH3, and aminoethanole, HOCH2CH2NH2, and the amino deuterated isotopomers trifluoroethylamine-d2 and isopropylamine-d2. The complete coupling tensor of trifluoroethylamine could be determined. We found that the fluorine atoms have a distinct effect on the nitrogen electronic surrounding of the named molecule, presumably through a hydrogen bridge bond between two of these atoms and the amino p

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16

ISHII, A., F. MIYAMOTO, K. HIGASHIYAMA, and K. MIKAMI. "ChemInform Abstract: Stereospecific Reduction with Retention of Chiral Fluoral-Derived 1,3-Oxazolidines with LiAlH4: Asymmetric Synthesis of 1-Substituted 2,2,2-Trifluoroethylamines." ChemInform 29, no. 28 (2010): no. http://dx.doi.org/10.1002/chin.199828103.

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17

Truong, Vouy Linh, Madelaine S. Ménard, and Isabelle Dion. "Asymmetric Syntheses of 1-Aryl-2,2,2-trifluoroethylamines via Diastereoselective 1,2-Addition of Arylmetals to 2-Methyl-N-(2,2,2-trifluoroethylidene)propane-2-sulfinamide." Organic Letters 9, no. 4 (2007): 683–85. http://dx.doi.org/10.1021/ol063001q.

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18

Truong, Vouy Linh, Madeleine S. Ménard, and Isabelle Dion. "Asymmetric Syntheses of 1-Aryl-2,2,2-trifluoroethylamines via Diastereoselective 1,2-Addition of Arylmetals to 2-Methyl-N-(2,2,2-trifluoroethylidene)propane-2-sulfinamide." Organic Letters 9, no. 7 (2007): 1423. http://dx.doi.org/10.1021/ol070420u.

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19

Ren, Shuang, Guiming Xu, Yongjia Guo, Qiang Liu, and Cancheng Guo. "Iron porphyrin-catalyzed N-trifluoroethylation of anilines with 2,2,2-trifluoroethylamine hydrochloride in aqueous solution." RSC Advances 11, no. 33 (2021): 20322–25. http://dx.doi.org/10.1039/d1ra03379d.

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20

Ishii, Akihiro, Fumie Miyamoto, Kimio Higashiyama, and Koichi Mikami. "Stereocontrol at the quaternary center in 1-substituted 1-phenyl-2,2,2-trifluoroethylamines: stereospecific substitution with retention of a chiral cyclic fluoral N,O-acetal with organolithium reagents." Tetrahedron Letters 39, no. 10 (1998): 1199–202. http://dx.doi.org/10.1016/s0040-4039(97)10840-1.

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21

Tanaka, Kiyoshi, Yoshiharu Ishiguro, and Keiryo Mitsuhashi. "N-Acyl-1-chloro-2,2,2-trifluoroethylamine as a 2,2,2-Trifluoroethylamine-Building Block." Bulletin of the Chemical Society of Japan 66, no. 2 (1993): 661–63. http://dx.doi.org/10.1246/bcsj.66.661.

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22

ISHII, A., F. MIYAMOTO, K. HIGASHIYAMA, and K. MIKAMI. "ChemInform Abstract: Stereocontrol at the Quaternary Center in 1-Substituted 1-Phenyl-2,2,2-trifluoroethylamines: Stereospecific Substitution with Retention of a Chiral Cyclic Fluoral N,O-Acetal with Organolithium Reagents." ChemInform 29, no. 20 (2010): no. http://dx.doi.org/10.1002/chin.199820119.

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23

TANAKA, K., Y. ISHIGURO, and K. MITSUHASHI. "ChemInform Abstract: N-Acyl-1-chloro-2,2,2-trifluoroethylamine as a 2,2,2- Trifluoroethylamine Building Block." ChemInform 24, no. 26 (2010): no. http://dx.doi.org/10.1002/chin.199326098.

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24

Sani, Monica, Alessandro Volonterio, and Matteo Zanda. "The Trifluoroethylamine Function as Peptide Bond Replacement." ChemMedChem 2, no. 12 (2007): 1693–700. http://dx.doi.org/10.1002/cmdc.200700156.

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25

Zanda, Matteo, Monica Piras, Ian Fleming та William Harrison. "Linear Trifluoroethylamine RGD Peptidomimetics: Stereoselective Synthesis and Integrin αvβ3 Affinity". Synlett 23, № 20 (2012): 2899–902. http://dx.doi.org/10.1055/s-0032-1317557.

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26

Sinisi, Roberta, Alessandra Ghilardi, Stefania Ruiu, et al. "Synthesis and in vitro Evaluation of Trifluoroethylamine Analogues of Enkephalins." ChemMedChem 4, no. 9 (2009): 1416–20. http://dx.doi.org/10.1002/cmdc.200900158.

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27

Li, Xiaoyuan, Jinhuan Su, Zhourujun Liu та ін. "Synthesis of Chiral α-Trifluoromethylamines with 2,2,2-Trifluoroethylamine as a “Building Block”". Organic Letters 18, № 5 (2016): 956–59. http://dx.doi.org/10.1021/acs.orglett.5b03566.

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28

Braun, Marie-Gabrielle, Georgette Castanedo, Ling Qin, Patrick Salvo, and Samir Z. Zard. "Introduction of Trifluoroethylamine as Amide Isostere by C–H Functionalization of Heteroarenes." Organic Letters 19, no. 15 (2017): 4090–93. http://dx.doi.org/10.1021/acs.orglett.7b01880.

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29

Jürgensen, Lasse, Michael Frank, David Graf, et al. "Nanostructured IrOx Coatings for Efficient Oxygen Evolution Reactions in PV-EC Setup." Zeitschrift für Physikalische Chemie 234, no. 5 (2020): 911–24. http://dx.doi.org/10.1515/zpch-2019-1450.

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AbstractNew heteroleptic iridium compounds exhibiting high volatility and defined thermal decomposition behavior were developed and tested in plasma-enhanced chemical vapor deposition (PECVD). The iridium precursor [(COD)Ir(TFB-TFEA)] (COD = 1,5-cyclooctadiene; TFB-TFEA = N-(4,4,4-Trifluorobut-1-en-3-on)-6,6,6-trifluoroethylamin) unifies both reactivity and sufficient stability through its heteroleptic constitution to offer a step-by-step elimination of ligands to provide high compositional purity in CVD deposits. The substitution of neutral COD ligands against CO groups further increased the

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30

Di Salvo, Florencia, Alejandro Crespo, Darı́o A. Estrin, and Fabio Doctorovich. "Reaction pathways of 2,2,2-trifluoroethylamine and n-butylamine with [Ru(bpy)2(NO)Cl]2+." Tetrahedron 58, no. 21 (2002): 4237–44. http://dx.doi.org/10.1016/s0040-4020(02)00382-4.

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31

Morandi, Bill, and Erick M Carreira. "Iron-Catalyzed Cyclopropanation with Trifluoroethylamine Hydrochloride and Olefins in Aqueous Media: In Situ Generation of Trifluoromethyl Diazomethane." Angewandte Chemie International Edition 49, no. 5 (2009): 938–41. http://dx.doi.org/10.1002/anie.200905573.

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32

Morandi, Bill, and Erick M Carreira. "Iron-Catalyzed Cyclopropanation with Trifluoroethylamine Hydrochloride and Olefins in Aqueous Media: In Situ Generation of Trifluoromethyl Diazomethane." Angewandte Chemie 122, no. 5 (2010): 950–53. http://dx.doi.org/10.1002/ange.200905573.

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33

Gomes, Juliana C., Lorenzo Cianni, Jean Ribeiro, et al. "Synthesis and structure-activity relationship of nitrile-based cruzain inhibitors incorporating a trifluoroethylamine-based P2 amide replacement." Bioorganic & Medicinal Chemistry 27, no. 22 (2019): 115083. http://dx.doi.org/10.1016/j.bmc.2019.115083.

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34

Yu, Bin-Bin, Leiming Xu, Min Liao, et al. "Synergy Effect of Both 2,2,2-Trifluoroethylamine Hydrochloride and SnF2 for Highly Stable FASnI3−x Clx Perovskite Solar Cells." Solar RRL 3, no. 3 (2019): 1800290. http://dx.doi.org/10.1002/solr.201800290.

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35

Ford, Quincy LaRon, Justina Marie Burns, and John Lee Ferry. "Aqueous in situ derivatization of carboxylic acids by an ionic carbodiimide and 2,2,2-trifluoroethylamine for electron-capture detection." Journal of Chromatography A 1145, no. 1-2 (2007): 241–45. http://dx.doi.org/10.1016/j.chroma.2007.01.096.

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36

Durig, James R., Ikhlas D. Darkhalil, Joshua J. Klaassen, Nick Nagels, Wouter A. Herrebout, and Benjamin J. van der Veken. "Conformational and structural studies of 2,2,2 trifluoroethylamine from temperature dependent Raman spectra of xenon solutions and ab initio calculations." Journal of Molecular Structure 1032 (January 2013): 229–39. http://dx.doi.org/10.1016/j.molstruc.2012.10.002.

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37

Morandi, Bill, and Erick M. Carreira. "ChemInform Abstract: Iron-Catalyzed Cyclopropanation with Trifluoroethylamine Hydrochloride and Olefins in Aqueous Media: In situ Generation of Trifluoromethyl Diazomethane." ChemInform 41, no. 21 (2010): no. http://dx.doi.org/10.1002/chin.201021059.

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38

Huang, Huachen, Mohammad Iqbal H. Bhuiyan, Tong Jiang, et al. "A Novel Na + -K + -Cl − Cotransporter 1 Inhibitor STS66* Reduces Brain Damage in Mice After Ischemic Stroke." Stroke 50, no. 4 (2019): 1021–25. http://dx.doi.org/10.1161/strokeaha.118.024287.

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Background and Purpose— Inhibition of brain NKCC1 (Na + -K + -Cl − cotransporter 1) with bumetanide (BMT) is of interest in ischemic stroke therapy. However, its poor brain penetration limits the application. In this study, we investigated the efficacy of 2 novel NKCC1 inhibitors, a lipophilic BMT prodrug STS5 (2-(Dimethylamino)ethyl 3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoate;hydrochloride) and a novel NKCC1 inhibitor STS66 (3-(Butylamino)-2-phenoxy-5-[(2,2,2-trifluoroethylamino)methyl]benzenesulfonamide), on reducing ischemic brain injury. Methods— Large-vessel transient ischemic stroke in

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39

Tsai, Tai-Hsin, Ann-Shung Lieu, Yi-Wen Wang, Sheau-Fang Yang, Yi-Chiang Hsu, and Chih-Lung Lin. "Therapeutic Potential of RTA 404 in Human Brain Malignant Glioma Cell Lines via Cell Cycle Arrest via p21/AKT Signaling." BioMed Research International 2021 (March 8, 2021): 1–15. http://dx.doi.org/10.1155/2021/5552226.

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Background. Glioblastoma multiforme (GBM) is the most common malignant brain tumor in the world. Despite advances in surgical resection, radiotherapy, and chemotherapy, GBM continues to have a poor overall survival. CDDO (2-cyano-3,12-dioxoolean-1,9-dien-28-oic acid), a synthetic triterpenoid, is an Nrf2 activator used to inhibit proliferation and induce differentiation and apoptosis in various cancer cells. One new trifluoroethylamide derivative of CDDO, RTA 404, has been found to have increased ability to cross the blood-brain barrier. However, it is not clear what effect it may have on tumo

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40

Zhu, Wen-Run, Qiong Su, Ning Lin, et al. "Organocatalytic synthesis of chiral CF3-containing oxazolidines and 1,2-amino alcohols: asymmetric oxa-1,3-dipolar cycloaddition of trifluoroethylamine-derived azomethine ylides." Organic Chemistry Frontiers 7, no. 21 (2020): 3452–58. http://dx.doi.org/10.1039/d0qo00990c.

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A series of CF<sub>3</sub>-containing oxazolidines were constructed via organocatalytic asymmetric oxa-1,3-dipolar cycloaddition. These oxazolidines could undergo facile conversion to CF<sub>3</sub>-containing 1,2-amino alcohols with vicinal stereogenic centers.

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41

Neymotin, Arie, Noel Y. Calingasan, Elizabeth Wille, et al. "Neuroprotective effect of Nrf2/ARE activators, CDDO ethylamide and CDDO trifluoroethylamide, in a mouse model of amyotrophic lateral sclerosis." Free Radical Biology and Medicine 51, no. 1 (2011): 88–96. http://dx.doi.org/10.1016/j.freeradbiomed.2011.03.027.

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42

Morisaki, Kazuhiro, Yuta Kondo, Masanao Sawa, Hiroyuki Morimoto, and Takashi Ohshima. "Synthesis of 1-Tetrasubstituted 2,2,2-Trifluoroethylamine Derivatives via Palladium-Catalyzed Allylation of sp³ C–H Bonds." Chemical and Pharmaceutical Bulletin 65, no. 11 (2017): 1089–92. http://dx.doi.org/10.1248/cpb.c17-00580.

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43

Chu, Ying Chi, Run Ying Wang, G. Thompson Burke, Jacob D. Chanley, and Panayotis G. Katsoyannis. "Possible involvement of the A20-A21 peptide bond in the expression of the biological activity of insulin. 3. [21-Desasparagine,20-cysteine ethylamide-A]insulin and [21-desasparagine,20-cysteine 2,2,2-trifluoroethylamide-A]insulin." Biochemistry 26, no. 22 (1987): 6975–79. http://dx.doi.org/10.1021/bi00396a018.

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44

Black, W. Cameron, and et al et al. "Trifluoroethylamines as Amide Isosteres in Inhibitors of Cathepsin K." ChemInform 37, no. 4 (2006). http://dx.doi.org/10.1002/chin.200604161.

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45

Deutsch, Amrei, Christian Wagner, Carl Deutsch, and Anja Hoffmann-Roeder. "ChemInform Abstract: Convenient Access to Di- and Trifluoroethylamines for Lead Structure Research." ChemInform 47, no. 27 (2016). http://dx.doi.org/10.1002/chin.201627173.

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46

"Friedel-Crafts Reaction ofN-Alkyl Trifluoroacetaldehyde Imine: Facile Synthesis of 1-Aryl-2,2,2-trifluoroethylamines." Synlett 2000, no. 07 (2000): 1058–60. http://dx.doi.org/10.1055/s-2000-6681.

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47

KONNO, A., T. FUCHIGAMI, Y. FUJITA, and T. NONAKA. "ChemInform Abstract: Electrolytic Transformation of Fluoroorganic Compounds. Part 5. Anodic Cyanation of 2,2,2-Trifluoroethylamines." ChemInform 21, no. 34 (1990). http://dx.doi.org/10.1002/chin.199034039.

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48

Gong, Yuefa, Katsuya Kato та Hiroshi Kimoto. "BF3-Promoted Aromatic Substitution of N-Alkyl α-Trifluoromethylated Imine: Facile Synthesis of 1-Aryl-2,2,2-trifluoroethylamines." ChemInform 34, № 15 (2003). http://dx.doi.org/10.1002/chin.200315091.

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49

Truong, Vouy Linh, Madelaine S. Menard, and Isabelle Dion. "Asymmetric Syntheses of 1-Aryl-2,2,2-trifluoroethylamines via Diastereoselective 1,2-Addition of Arylmetals to 2-Methyl-N-(2,2,2-trifluoroethylidene)propane-2-sulfinamide." ChemInform 38, no. 26 (2007). http://dx.doi.org/10.1002/chin.200726060.

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50

Sani, Monica, Alessandro Volonterio, and Matteo Zanda. "ChemInform Abstract: The Trifluoroethylamine Function as Peptide Bond Replacement." ChemInform 39, no. 9 (2008). http://dx.doi.org/10.1002/chin.200809256.

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