Fluorine-containing β,β-disubstituted trimethylsilyl vinyl ethers: synthesis and reactions with N-(1,1,2,2-tetrafluoroethyl)dimethylamine

Volkonskii, A. Yu.; Kagramanova, E. M.; Mysov, E. I.; Kagramanov, N. D.

doi:10.1007/s11172-010-0134-z

Cited by 5 publications

(1 citation statement)

References 6 publications

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“…However, we did not observe the formation of 12 , suggesting that the latter is formed from the reaction of 13 or 14 with 12 under the influence of the cobalt catalyst 1b . A general method for the synthesis of dienol ethers such as 12 has been reported, and several groups have reported dienol ethers as byproducts, though they are probably formed by a different mechanism …”

Section: Resultsmentioning

confidence: 99%

Radical Isomerization and Cycloisomerization Initiated by H• Transfer

et al. 2016

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Under H2 pressure, Co(II)(dmgBF2)2L2 (L = H2O, THF) generates a low concentration of an H• donor. Transfer of the H• onto an olefin gives a radical that can either (1) transfer an H• back to the metal, generating an isomerized olefin, or (2) add intramolecularly to a double bond, generating a cyclized radical. Transfer of an H• back to the metal from the cyclized radical results in a cycloisomerization. Both outcomes are favored by the low concentration of the cobalt H• donor, whereas hydrogenation and cyclohydrogenation are more likely with other catalysts (when the concentration of the H• donor is high).

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Section: Resultsmentioning

confidence: 99%

Radical Isomerization and Cycloisomerization Initiated by H• Transfer

et al. 2016

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1,1,2,2-Tetrafluoroethyl-N,N-dimethylamine

Junk

Петров

2014

Encyclopedia of Reagents for Organic Synthesis

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Fluorinated Vilsmeier Reagent: TFEDMA‐mediated Synthesis of Aryl‐cyanides and Aryl‐amides via the Activation of Oximes†

et al. 2023

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A convenient method for the activation of aryl‐oximes is reported using 1,1,2,2‐tetrafluoro‐N,N‐dimethylethylamine (TFEDMA) as a scalable and efficient reagent. Aryl‐aldoximes led to aryl‐cyanides while aryl‐ketoximes provided aryl‐amides in moderate to excellent yields. The iminium form of TFEDMA acted as a fluorinated version of the well‐known Vilsmeier reagent. Aryl cyanides and aryl amides are valuable synthetic units in natural products and drug candidates. The cyano group is also useful in polymer chemistry for the preparation of photovoltaic cells and LEDs.

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Fluorine-containing β,β-disubstituted trimethylsilyl vinyl ethers: synthesis and reactions with N-(1,1,2,2-tetrafluoroethyl)dimethylamine

Cited by 5 publications

References 6 publications

Radical Isomerization and Cycloisomerization Initiated by H• Transfer

Radical Isomerization and Cycloisomerization Initiated by H• Transfer

1,1,2,2-Tetrafluoroethyl-N,N-dimethylamine

Fluorinated Vilsmeier Reagent: TFEDMA‐mediated Synthesis of Aryl‐cyanides and Aryl‐amides via the Activation of Oximes†

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