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One-pot modular synthesis of 3-oxazolines from 2H-azirines, diazo compounds, and m-CPBA enabled by 2-azadiene–oxene (4 + 1) cycloaddition. / Ростовский, Николай Витальевич; Новиков, Михаил Сергеевич; Филиппов, Илья Павлович.

в: Organic Chemistry Frontiers, 24.06.2025.

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

Harvard

Ростовский, НВ, Новиков, МС & Филиппов, ИП 2025, 'One-pot modular synthesis of 3-oxazolines from 2H-azirines, diazo compounds, and m-CPBA enabled by 2-azadiene–oxene (4 + 1) cycloaddition', Organic Chemistry Frontiers. https://doi.org/10.1039/D5QO00717H

APA

Ростовский, Н. В., Новиков, М. С., & Филиппов, И. П. (2025). One-pot modular synthesis of 3-oxazolines from 2H-azirines, diazo compounds, and m-CPBA enabled by 2-azadiene–oxene (4 + 1) cycloaddition. Organic Chemistry Frontiers. https://doi.org/10.1039/D5QO00717H

Vancouver

Ростовский НВ, Новиков МС, Филиппов ИП. One-pot modular synthesis of 3-oxazolines from 2H-azirines, diazo compounds, and m-CPBA enabled by 2-azadiene–oxene (4 + 1) cycloaddition. Organic Chemistry Frontiers. 2025 Июнь 24. https://doi.org/10.1039/D5QO00717H

Author

Ростовский, Николай Витальевич ; Новиков, Михаил Сергеевич ; Филиппов, Илья Павлович. / One-pot modular synthesis of 3-oxazolines from 2H-azirines, diazo compounds, and m-CPBA enabled by 2-azadiene–oxene (4 + 1) cycloaddition. в: Organic Chemistry Frontiers. 2025.

BibTeX

@article{5e79ccab1afb47ab9574fc94f4309d72,
title = "One-pot modular synthesis of 3-oxazolines from 2H-azirines, diazo compounds, and m-CPBA enabled by 2-azadiene–oxene (4 + 1) cycloaddition",
abstract = "A formal (4 + 1) cycloaddition of oxene occurs in the reaction of 2-azabuta-1,3-dienes with m-chloroperoxybenzoic acid under mild conditions to give 3-oxazolines. Mechanistically, the reaction is an extended Prilezhaev reaction involving the formation of previously unknown (1-azavinyl)oxiranes, followed by the acid-catalyzed ring expansion. This cycloaddition was used for the one-pot synthesis of densely substituted 3-oxazolines, inaccessible by other protocols, starting from the Cu(II)- or Rh(II)-catalyzed reaction of 2H-azirines with diazo compounds.",
author = "Ростовский, {Николай Витальевич} and Новиков, {Михаил Сергеевич} and Филиппов, {Илья Павлович}",
year = "2025",
month = jun,
day = "24",
doi = "10.1039/D5QO00717H",
language = "English",
journal = "Organic Chemistry Frontiers",
issn = "2052-4110",
publisher = "Royal Society of Chemistry",

}

RIS

TY - JOUR

T1 - One-pot modular synthesis of 3-oxazolines from 2H-azirines, diazo compounds, and m-CPBA enabled by 2-azadiene–oxene (4 + 1) cycloaddition

AU - Ростовский, Николай Витальевич

AU - Новиков, Михаил Сергеевич

AU - Филиппов, Илья Павлович

PY - 2025/6/24

Y1 - 2025/6/24

N2 - A formal (4 + 1) cycloaddition of oxene occurs in the reaction of 2-azabuta-1,3-dienes with m-chloroperoxybenzoic acid under mild conditions to give 3-oxazolines. Mechanistically, the reaction is an extended Prilezhaev reaction involving the formation of previously unknown (1-azavinyl)oxiranes, followed by the acid-catalyzed ring expansion. This cycloaddition was used for the one-pot synthesis of densely substituted 3-oxazolines, inaccessible by other protocols, starting from the Cu(II)- or Rh(II)-catalyzed reaction of 2H-azirines with diazo compounds.

AB - A formal (4 + 1) cycloaddition of oxene occurs in the reaction of 2-azabuta-1,3-dienes with m-chloroperoxybenzoic acid under mild conditions to give 3-oxazolines. Mechanistically, the reaction is an extended Prilezhaev reaction involving the formation of previously unknown (1-azavinyl)oxiranes, followed by the acid-catalyzed ring expansion. This cycloaddition was used for the one-pot synthesis of densely substituted 3-oxazolines, inaccessible by other protocols, starting from the Cu(II)- or Rh(II)-catalyzed reaction of 2H-azirines with diazo compounds.

UR - https://www.mendeley.com/catalogue/45327fb8-f0a9-3b6f-93f7-2da9ef8b8ead/

U2 - 10.1039/D5QO00717H

DO - 10.1039/D5QO00717H

M3 - Article

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

SN - 2052-4110

ER -

ID: 142122370