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Search for "trifluoroethoxy" in Full Text gives 9 result(s) in Beilstein Journal of Organic Chemistry.

Transition-metal-catalyzed C–H bond activation as a sustainable strategy for the synthesis of fluorinated molecules: an overview

  • Louis Monsigny,
  • Floriane Doche and
  • Tatiana Besset

Beilstein J. Org. Chem. 2023, 19, 448–473, doi:10.3762/bjoc.19.35

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  • advances have been made for the formation of a C(sp2)–OCHRCF3 bond by transition-metal-catalyzed C–H bond activation. Indeed, fluorinated ethers [71][141][142][143][144][145][146][147][148][149][150][151][152][153] are key compounds, with especially molecules substituted with the 2,2,2-trifluoroethoxy
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Published 17 Apr 2023

Progress in the total synthesis of inthomycins

  • Bidyut Kumar Senapati

Beilstein J. Org. Chem. 2021, 17, 58–82, doi:10.3762/bjoc.17.7

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  • -butylstannyl)ethene (47) using catalytic Pd2dba3 in refluxing THF to produce iodide 48 in 46% yield. The coupling partner (Z,E)-(+)-54 was prepared enatioselectively from the known (E)-3-(tributylstannyl)propenal (49) [46] using a four-step sequence. Treatment of 49 with the Still–Gennari bis-trifluoroethoxy
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Published 07 Jan 2021

Tuning the stability of alkoxyisopropyl protection groups

  • Zehong Liang,
  • Henna Koivikko,
  • Mikko Oivanen and
  • Petri Heinonen

Beilstein J. Org. Chem. 2019, 15, 746–751, doi:10.3762/bjoc.15.70

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  • and 7.7-fold faster cleaved than the MIP derivative. The more electron-withdrawing trifluoroethoxy group strongly stabilizes the acetal, making it 30-fold more stable compared to MIP protection. Only minor differences are observed between the stabilities of acetal protection on the primary 5’- and on
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Published 21 Mar 2019

Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination

  • Jiyun Sun,
  • Xiaohua Zhen,
  • Huaibin Ge,
  • Guangtao Zhang,
  • Xuechan An and
  • Yunfei Du

Beilstein J. Org. Chem. 2018, 14, 1452–1458, doi:10.3762/bjoc.14.123

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  • , R2 = H) with PhIO in 2,2,2-trifluoroethanol (TFE) afforded 2-trifluoroethoxy-2H-azirines 4 [57]. The latter process involves an intermolecular oxidative trifluoroethoxylation and the subsequent oxidative intramolecular azirination. In continuation of our interest in the construction of the 2H-azirine
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Published 15 Jun 2018

Synthesis and application of trifluoroethoxy-substituted phthalocyanines and subphthalocyanines

  • Satoru Mori and
  • Norio Shibata

Beilstein J. Org. Chem. 2017, 13, 2273–2296, doi:10.3762/bjoc.13.224

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  • property must be controlled for further applications of phthalocyanines. On the other hand, trifluoroethoxy-substituted phthalocyanines are known to suppress aggregation due to repulsion of the trifluoroethoxy group. Furthermore, the electronic characteristics of phthalocyanines are significantly changed
  • by the strong electronegativity of fluorine. Therefore, it is expected that trifluoroethoxy-substituted phthalocyanines can be applied to new industrial fields. This review summarizes the synthesis and application of trifluoroethoxy-substituted phthalocyanine and subphthalocyanine derivatives
  • . Keywords: aggregation; fluorine; phthalocyanine; subphthalocyanine; trifluoroethoxy; Introduction Phthalocyanines [1][2][3] are analogues of porphyrin condensed with four isoindoline units via a nitrogen atom and exhibit a deep blue color due to their wide 18π electron conjugation. Among them, the most
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Published 27 Oct 2017

Potent triazine-based dehydrocondensing reagents substituted by an amido group

  • Munetaka Kunishima,
  • Daiki Kato,
  • Nobu Kimura,
  • Masanori Kitamura,
  • Kohei Yamada and
  • Kazuhito Hioki

Beilstein J. Org. Chem. 2016, 12, 1897–1903, doi:10.3762/bjoc.12.179

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  • substituent in place of the methoxy groups. To date, several triazine derivatives possessing phenoxy [15][16], 2,2,2-trifluoroethoxy [17], or N-ethylamino groups [18] in place of the methoxy groups have been prepared, and the reactivity of these compounds in amide-forming reactions has been examined. The
  • reactivity of triazine was found to slightly increase following the introduction of electron-withdrawing phenoxy or 2,2,2-trifluoroethoxy groups and decrease upon the inclusion of an electron-donating N-ethylamino group. This result may indicate that the tuning of the π-electron density within the triazine
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Published 24 Aug 2016

Garner’s aldehyde as a versatile intermediate in the synthesis of enantiopure natural products

  • Mikko Passiniemi and
  • Ari M.P. Koskinen

Beilstein J. Org. Chem. 2013, 9, 2641–2659, doi:10.3762/bjoc.9.300

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  • phosphonate, the steric hindrance caused by the interaction of the trifluoroethoxy group with the aldehyde R’ in TS (syn) is smaller compared with aldehyde 1. This allows some of the aldehyde to react via the trans-oxaphosphetane intermediate. Using these reaction conditions no epimerization was observed
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Published 26 Nov 2013

Some aspects of radical chemistry in the assembly of complex molecular architectures

  • Béatrice Quiclet-Sire and
  • Samir Z. Zard

Beilstein J. Org. Chem. 2013, 9, 557–576, doi:10.3762/bjoc.9.61

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  • remaining fluorine to introduce different substituents, as shown by the simple formation of trifluoroethoxy derivative 64. The adducts derived from xanthate 61 can be used in yet another way. Gentle aminolysis of the xanthate frees a thiol, which, under more basic conditions, displaces the ortho-fluorine to
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Published 18 Mar 2013

Synthesis, reactivity and biological activity of 5-alkoxymethyluracil analogues

  • Lucie Brulikova and
  • Jan Hlavac

Beilstein J. Org. Chem. 2011, 7, 678–698, doi:10.3762/bjoc.7.80

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  • , 2,2,2-trifluoroethanol or 2,2,2-trichloroethanol to give the 5-(1-ethoxy-2-iodoethyl) 56, 5-[1-(2-fluoroethoxy)-2-iodoethyl] 57, 5-[1-(2,2,2-trifluoroethoxy)-2-iodoethyl] 58 and 5-[1-(2,2,2-trichloroethoxy)-2-iodoethyl] 59 uracil analogues. Rai and co-workers also used the same procedure to prepare a
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Published 26 May 2011
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