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Michael Addition of 3-Oxo-3-phenylpropanenitrile to Linear Conjugated Enynones : Approach to Polyfunctional δ-Diketones as Precursors for Heterocycle Synthesis. / Igushkina, Anastasiya V.; Golovanov, Alexander A.; Vasilyev, Aleksander V.

в: Molecules, Том 27, № 4, 1256, 13.02.2022.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

Harvard

Igushkina, AV, Golovanov, AA & Vasilyev, AV 2022, 'Michael Addition of 3-Oxo-3-phenylpropanenitrile to Linear Conjugated Enynones: Approach to Polyfunctional δ-Diketones as Precursors for Heterocycle Synthesis', Molecules, Том. 27, № 4, 1256. https://doi.org/10.3390/molecules27041256

APA

Igushkina, A. V., Golovanov, A. A., & Vasilyev, A. V. (2022). Michael Addition of 3-Oxo-3-phenylpropanenitrile to Linear Conjugated Enynones: Approach to Polyfunctional δ-Diketones as Precursors for Heterocycle Synthesis. Molecules, 27(4), [1256]. https://doi.org/10.3390/molecules27041256

Vancouver

Igushkina AV, Golovanov AA, Vasilyev AV. Michael Addition of 3-Oxo-3-phenylpropanenitrile to Linear Conjugated Enynones: Approach to Polyfunctional δ-Diketones as Precursors for Heterocycle Synthesis. Molecules. 2022 Февр. 13;27(4). 1256. https://doi.org/10.3390/molecules27041256

Author

Igushkina, Anastasiya V. ; Golovanov, Alexander A. ; Vasilyev, Aleksander V. / Michael Addition of 3-Oxo-3-phenylpropanenitrile to Linear Conjugated Enynones : Approach to Polyfunctional δ-Diketones as Precursors for Heterocycle Synthesis. в: Molecules. 2022 ; Том 27, № 4.

BibTeX

@article{d9da9367a77342328b3e091e473ef6f6,
title = "Michael Addition of 3-Oxo-3-phenylpropanenitrile to Linear Conjugated Enynones: Approach to Polyfunctional δ-Diketones as Precursors for Heterocycle Synthesis",
abstract = "Reaction of linear conjugated enynones, 1,5-diarylpent-2-en-4-yn-1-ones [Ar1C≡CCH=CHC (=O)Ar2 ], with 3-oxo-3-phenylpropanenitrile (NCCH2COPh) in the presence of sodium methoxide MeONa as a base in MeOH at room temperature for 4–26 h affords polyfunctional δ-diketones as a product of regioselective Michael addition to the double carbon–carbon bond of starting enynones. The δ-diketones have been formed as mixtures of two diastereomers in a ratio of 2.5:1 in good general yields of 53–98%. A synthetic potential of the obtained δ-diketones has been demonstrated by heterocyclization with hydrazine into substututed 5,6-dihydro-4H-1,2-diazepine.",
keywords = "1,2-diazepine, 3-oxo-3-phenylpropanenitrile, Conjugated enynones, Michael addition, δ-diketones",
author = "Igushkina, {Anastasiya V.} and Golovanov, {Alexander A.} and Vasilyev, {Aleksander V.}",
note = "Igushkina, A.V.; Golovanov, A.A.; Vasilyev, A.V. Michael Addition of 3-Oxo-3-phenylpropanenitrile to Linear Conjugated Enynones: Approach to Polyfunctional δ-Diketones as Precursors for Heterocycle Synthesis. Molecules 2022, 27, 1256. https://doi.org/10.3390/molecules27041256",
year = "2022",
month = feb,
day = "13",
doi = "10.3390/molecules27041256",
language = "English",
volume = "27",
journal = "Molecules",
issn = "1420-3049",
publisher = "MDPI AG",
number = "4",

}

RIS

TY - JOUR

T1 - Michael Addition of 3-Oxo-3-phenylpropanenitrile to Linear Conjugated Enynones

T2 - Approach to Polyfunctional δ-Diketones as Precursors for Heterocycle Synthesis

AU - Igushkina, Anastasiya V.

AU - Golovanov, Alexander A.

AU - Vasilyev, Aleksander V.

N1 - Igushkina, A.V.; Golovanov, A.A.; Vasilyev, A.V. Michael Addition of 3-Oxo-3-phenylpropanenitrile to Linear Conjugated Enynones: Approach to Polyfunctional δ-Diketones as Precursors for Heterocycle Synthesis. Molecules 2022, 27, 1256. https://doi.org/10.3390/molecules27041256

PY - 2022/2/13

Y1 - 2022/2/13

N2 - Reaction of linear conjugated enynones, 1,5-diarylpent-2-en-4-yn-1-ones [Ar1C≡CCH=CHC (=O)Ar2 ], with 3-oxo-3-phenylpropanenitrile (NCCH2COPh) in the presence of sodium methoxide MeONa as a base in MeOH at room temperature for 4–26 h affords polyfunctional δ-diketones as a product of regioselective Michael addition to the double carbon–carbon bond of starting enynones. The δ-diketones have been formed as mixtures of two diastereomers in a ratio of 2.5:1 in good general yields of 53–98%. A synthetic potential of the obtained δ-diketones has been demonstrated by heterocyclization with hydrazine into substututed 5,6-dihydro-4H-1,2-diazepine.

AB - Reaction of linear conjugated enynones, 1,5-diarylpent-2-en-4-yn-1-ones [Ar1C≡CCH=CHC (=O)Ar2 ], with 3-oxo-3-phenylpropanenitrile (NCCH2COPh) in the presence of sodium methoxide MeONa as a base in MeOH at room temperature for 4–26 h affords polyfunctional δ-diketones as a product of regioselective Michael addition to the double carbon–carbon bond of starting enynones. The δ-diketones have been formed as mixtures of two diastereomers in a ratio of 2.5:1 in good general yields of 53–98%. A synthetic potential of the obtained δ-diketones has been demonstrated by heterocyclization with hydrazine into substututed 5,6-dihydro-4H-1,2-diazepine.

KW - 1,2-diazepine

KW - 3-oxo-3-phenylpropanenitrile

KW - Conjugated enynones

KW - Michael addition

KW - δ-diketones

UR - http://www.scopus.com/inward/record.url?scp=85124751062&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/2205333a-8f4e-3796-b7f3-9435b08c6032/

U2 - 10.3390/molecules27041256

DO - 10.3390/molecules27041256

M3 - Article

C2 - 35209045

AN - SCOPUS:85124751062

VL - 27

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 4

M1 - 1256

ER -

ID: 100074124