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@article{904c28197f09414c91ef6e453af6be83,
title = "General Approach to 5,6-Dihydropyridin-2-ones: Annulation Of Imines with 1,4-Ambiphilic Crotonic Acids",
abstract = "Herein, we describe a regio- and diastereoselective metal-free approach for the assembly of densely functionalized 3,6/5,6-dihydropyridin-2-ones from γ-EWG-substituted crotonic acidsand imines under 1,1′-carbonyldiimidazole (CDI) activation. Themethod developed offers the advantages of a wide range offunctionalities in easily accessible substrates, mild reactionconditions, and generally high yields. The synthetic utility of thismethod has been extended to some core and functional grouptransformations. Additionally, the reaction mechanism was studiedby DFT calculations.",
author = "Левашова, {Екатерина Юрьевна} and Leonard Beiderwieden and Фирсов, {Андрей Александрович} and Татаринов, {Илья Александрович} and Дарьин, {Дмитрий Викторович} and Бакулина, {Ольга Юрьевна}",
year = "2025",
month = dec,
day = "4",
doi = "10.1021/acs.joc.5c02065",
language = "English",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",

}

RIS

TY - JOUR

T1 - General Approach to 5,6-Dihydropyridin-2-ones: Annulation Of Imines with 1,4-Ambiphilic Crotonic Acids

AU - Левашова, Екатерина Юрьевна

AU - Beiderwieden, Leonard

AU - Фирсов, Андрей Александрович

AU - Татаринов, Илья Александрович

AU - Дарьин, Дмитрий Викторович

AU - Бакулина, Ольга Юрьевна

PY - 2025/12/4

Y1 - 2025/12/4

N2 - Herein, we describe a regio- and diastereoselective metal-free approach for the assembly of densely functionalized 3,6/5,6-dihydropyridin-2-ones from γ-EWG-substituted crotonic acidsand imines under 1,1′-carbonyldiimidazole (CDI) activation. Themethod developed offers the advantages of a wide range offunctionalities in easily accessible substrates, mild reactionconditions, and generally high yields. The synthetic utility of thismethod has been extended to some core and functional grouptransformations. Additionally, the reaction mechanism was studiedby DFT calculations.

AB - Herein, we describe a regio- and diastereoselective metal-free approach for the assembly of densely functionalized 3,6/5,6-dihydropyridin-2-ones from γ-EWG-substituted crotonic acidsand imines under 1,1′-carbonyldiimidazole (CDI) activation. Themethod developed offers the advantages of a wide range offunctionalities in easily accessible substrates, mild reactionconditions, and generally high yields. The synthetic utility of thismethod has been extended to some core and functional grouptransformations. Additionally, the reaction mechanism was studiedby DFT calculations.

U2 - 10.1021/acs.joc.5c02065

DO - 10.1021/acs.joc.5c02065

M3 - Article

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

ER -

ID: 145260657