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P -Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones : Versatile Precursors for the Synthesis of Benzoazaheterocycles. / Politanskaya, Larisa; Tretyakov, Evgeny.

In: Synthesis (Germany), Vol. 50, No. 3, ss-2017-f0603-op, 01.02.2018, p. 555-564.

Research output: Contribution to journal › Article › peer-review

Harvard

Politanskaya, L & Tretyakov, E 2018, 'P -Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones: Versatile Precursors for the Synthesis of Benzoazaheterocycles', Synthesis (Germany), vol. 50, no. 3, ss-2017-f0603-op, pp. 555-564. https://doi.org/10.1055/s-0036-1591504

APA

Politanskaya, L., & Tretyakov, E. (2018). P -Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones: Versatile Precursors for the Synthesis of Benzoazaheterocycles. Synthesis (Germany), 50(3), 555-564. [ss-2017-f0603-op]. https://doi.org/10.1055/s-0036-1591504

Vancouver

Politanskaya L, Tretyakov E. P -Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones: Versatile Precursors for the Synthesis of Benzoazaheterocycles. Synthesis (Germany). 2018 Feb 1;50(3):555-564. ss-2017-f0603-op. doi: 10.1055/s-0036-1591504

Author

Politanskaya, Larisa ; Tretyakov, Evgeny. / P -Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones : Versatile Precursors for the Synthesis of Benzoazaheterocycles. In: Synthesis (Germany). 2018 ; Vol. 50, No. 3. pp. 555-564.

BibTeX

@article{bd3355e90c7642828c2e05bcabb1a0f0,
title = "P -Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones: Versatile Precursors for the Synthesis of Benzoazaheterocycles",
abstract = "A simple and efficient approach to the synthesis of fluorinated amino-substituted acetophenones in good to excellent yields is reported. The heart of the proposed method consists of conversion of a Me 3 Si-C≡C- moiety into a MeC(=O)- group in the presence of p -tolu ene sulfonic acid (p -TSA) passing a stage of ethynylaniline formation. The reaction is metal-free, proceeds under mild conditions, and uses readily available starting compounds (trimethylsilylarylacetylene derivatives). The reaction provides access to amino-substituted acetophenones, which may serve as precursors for the synthesis of polyfluorinated azaheterocycles, having potential anticarcinogenic activity.",
keywords = "alkynes, aryl methyl ketones, hydration, polyfluorinated azaheterocycles, polyfluoroarenes",
author = "Larisa Politanskaya and Evgeny Tretyakov",
year = "2018",
month = feb,
day = "1",
doi = "10.1055/s-0036-1591504",
language = "English",
volume = "50",
pages = "555--564",
journal = "Synthesis",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",
number = "3",

}

RIS

TY - JOUR

T1 - P -Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones

T2 - Versatile Precursors for the Synthesis of Benzoazaheterocycles

AU - Politanskaya, Larisa

AU - Tretyakov, Evgeny

PY - 2018/2/1

Y1 - 2018/2/1

N2 - A simple and efficient approach to the synthesis of fluorinated amino-substituted acetophenones in good to excellent yields is reported. The heart of the proposed method consists of conversion of a Me 3 Si-C≡C- moiety into a MeC(=O)- group in the presence of p -tolu ene sulfonic acid (p -TSA) passing a stage of ethynylaniline formation. The reaction is metal-free, proceeds under mild conditions, and uses readily available starting compounds (trimethylsilylarylacetylene derivatives). The reaction provides access to amino-substituted acetophenones, which may serve as precursors for the synthesis of polyfluorinated azaheterocycles, having potential anticarcinogenic activity.

AB - A simple and efficient approach to the synthesis of fluorinated amino-substituted acetophenones in good to excellent yields is reported. The heart of the proposed method consists of conversion of a Me 3 Si-C≡C- moiety into a MeC(=O)- group in the presence of p -tolu ene sulfonic acid (p -TSA) passing a stage of ethynylaniline formation. The reaction is metal-free, proceeds under mild conditions, and uses readily available starting compounds (trimethylsilylarylacetylene derivatives). The reaction provides access to amino-substituted acetophenones, which may serve as precursors for the synthesis of polyfluorinated azaheterocycles, having potential anticarcinogenic activity.

KW - alkynes

KW - aryl methyl ketones

KW - hydration

KW - polyfluorinated azaheterocycles

KW - polyfluoroarenes

UR - http://www.scopus.com/inward/record.url?scp=85032378694&partnerID=8YFLogxK

U2 - 10.1055/s-0036-1591504

DO - 10.1055/s-0036-1591504

M3 - Article

AN - SCOPUS:85032378694

VL - 50

SP - 555

EP - 564

JO - Synthesis

JF - Synthesis

SN - 0039-7881

IS - 3

M1 - ss-2017-f0603-op

ER -

ID: 9264625