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TfOH-Promoted Reaction of 2,4-Diaryl-1,1,1-Trifluorobut-3-yn-2-oles with Arenes : Synthesis of 1,3-diaryl-1-CF3-indenes and versatility of the reaction mechanisms. / Zerov, Aleksey V.; Kazakova, Anna N.; Boyarskaya, Irina A.; Panikorovskii, Taras L.; Suslonov, Vitalii V.; Khoroshilova, Olesya V.; Vasilyev, Aleksander V.

в: Molecules, Том 23, № 12, 3079, 25.11.2018.

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

Harvard

Zerov, AV, Kazakova, AN, Boyarskaya, IA, Panikorovskii, TL, Suslonov, VV, Khoroshilova, OV & Vasilyev, AV 2018, 'TfOH-Promoted Reaction of 2,4-Diaryl-1,1,1-Trifluorobut-3-yn-2-oles with Arenes: Synthesis of 1,3-diaryl-1-CF3-indenes and versatility of the reaction mechanisms', Molecules, Том. 23, № 12, 3079. https://doi.org/10.3390/molecules23123079

APA

Zerov, A. V., Kazakova, A. N., Boyarskaya, I. A., Panikorovskii, T. L., Suslonov, V. V., Khoroshilova, O. V., & Vasilyev, A. V. (2018). TfOH-Promoted Reaction of 2,4-Diaryl-1,1,1-Trifluorobut-3-yn-2-oles with Arenes: Synthesis of 1,3-diaryl-1-CF3-indenes and versatility of the reaction mechanisms. Molecules, 23(12), [3079]. https://doi.org/10.3390/molecules23123079

Vancouver

Zerov AV, Kazakova AN, Boyarskaya IA, Panikorovskii TL, Suslonov VV, Khoroshilova OV и пр. TfOH-Promoted Reaction of 2,4-Diaryl-1,1,1-Trifluorobut-3-yn-2-oles with Arenes: Synthesis of 1,3-diaryl-1-CF3-indenes and versatility of the reaction mechanisms. Molecules. 2018 Нояб. 25;23(12). 3079. https://doi.org/10.3390/molecules23123079

Author

Zerov, Aleksey V. ; Kazakova, Anna N. ; Boyarskaya, Irina A. ; Panikorovskii, Taras L. ; Suslonov, Vitalii V. ; Khoroshilova, Olesya V. ; Vasilyev, Aleksander V. / TfOH-Promoted Reaction of 2,4-Diaryl-1,1,1-Trifluorobut-3-yn-2-oles with Arenes : Synthesis of 1,3-diaryl-1-CF3-indenes and versatility of the reaction mechanisms. в: Molecules. 2018 ; Том 23, № 12.

BibTeX

@article{5a0959b4abf34bca945389d54a376dd6,
title = "TfOH-Promoted Reaction of 2,4-Diaryl-1,1,1-Trifluorobut-3-yn-2-oles with Arenes: Synthesis of 1,3-diaryl-1-CF3-indenes and versatility of the reaction mechanisms",
abstract = "The TfOH-mediated reactions of 2,4-diaryl-1,1,1-trifluorobut-3-yn-2-oles (CF3-substituted diaryl propargyl alcohols) with arenes in CH2Cl2 afford 1,3-diaryl-1-CF3-indenes in yields up to 84%. This new process for synthesis of such CF3-indenes is complete at room temperature within one hour. The synthetic potential, scope, and limitations of this reaction were illustrated by more than 70 examples. The proposed reaction mechanism invokes the formation of highly reactive CF3-propargyl cation intermediates that can be trapped at the two mesomeric positions by the intermolecular nucleophilic attack of an arene partner with a subsequent intramolecular ring closure.",
keywords = "Cationic reaction mechanism, Propargyl cations, Triflic acid, Trifluoromethyl indenes, Trifluoromethyl propargyl alcohols",
author = "Zerov, {Aleksey V.} and Kazakova, {Anna N.} and Boyarskaya, {Irina A.} and Panikorovskii, {Taras L.} and Suslonov, {Vitalii V.} and Khoroshilova, {Olesya V.} and Vasilyev, {Aleksander V.}",
year = "2018",
month = nov,
day = "25",
doi = "10.3390/molecules23123079",
language = "English",
volume = "23",
journal = "Molecules",
issn = "1420-3049",
publisher = "MDPI AG",
number = "12",

}

RIS

TY - JOUR

T1 - TfOH-Promoted Reaction of 2,4-Diaryl-1,1,1-Trifluorobut-3-yn-2-oles with Arenes

T2 - Synthesis of 1,3-diaryl-1-CF3-indenes and versatility of the reaction mechanisms

AU - Zerov, Aleksey V.

AU - Kazakova, Anna N.

AU - Boyarskaya, Irina A.

AU - Panikorovskii, Taras L.

AU - Suslonov, Vitalii V.

AU - Khoroshilova, Olesya V.

AU - Vasilyev, Aleksander V.

PY - 2018/11/25

Y1 - 2018/11/25

N2 - The TfOH-mediated reactions of 2,4-diaryl-1,1,1-trifluorobut-3-yn-2-oles (CF3-substituted diaryl propargyl alcohols) with arenes in CH2Cl2 afford 1,3-diaryl-1-CF3-indenes in yields up to 84%. This new process for synthesis of such CF3-indenes is complete at room temperature within one hour. The synthetic potential, scope, and limitations of this reaction were illustrated by more than 70 examples. The proposed reaction mechanism invokes the formation of highly reactive CF3-propargyl cation intermediates that can be trapped at the two mesomeric positions by the intermolecular nucleophilic attack of an arene partner with a subsequent intramolecular ring closure.

AB - The TfOH-mediated reactions of 2,4-diaryl-1,1,1-trifluorobut-3-yn-2-oles (CF3-substituted diaryl propargyl alcohols) with arenes in CH2Cl2 afford 1,3-diaryl-1-CF3-indenes in yields up to 84%. This new process for synthesis of such CF3-indenes is complete at room temperature within one hour. The synthetic potential, scope, and limitations of this reaction were illustrated by more than 70 examples. The proposed reaction mechanism invokes the formation of highly reactive CF3-propargyl cation intermediates that can be trapped at the two mesomeric positions by the intermolecular nucleophilic attack of an arene partner with a subsequent intramolecular ring closure.

KW - Cationic reaction mechanism

KW - Propargyl cations

KW - Triflic acid

KW - Trifluoromethyl indenes

KW - Trifluoromethyl propargyl alcohols

UR - http://www.scopus.com/inward/record.url?scp=85057130567&partnerID=8YFLogxK

U2 - 10.3390/molecules23123079

DO - 10.3390/molecules23123079

M3 - Article

C2 - 30477271

AN - SCOPUS:85057130567

VL - 23

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 12

M1 - 3079

ER -

ID: 44002100