Standard

4H-3,1-Benzoxazin-4-ones Instead of Isatoic Anhydride: Reducing the Activity of the Substrate Allows You to Reduce the Synthesis Time. / Гасилина , Ольга; Шетнев, Антон; Алексеев, М.А.; Тарасенко, Марина; Байков, Сергей Валентинович; Петерсен, Елена Владимировна; Боярский, Вадим Павлович; Корсаков, Михаил Константинович.

In: Russian Journal of General Chemistry, Vol. 95, No. 8, 10.09.2025, p. 2290–2298.

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

Harvard

Гасилина , О, Шетнев, А, Алексеев, МА, Тарасенко, М, Байков, СВ, Петерсен, ЕВ, Боярский, ВП & Корсаков, МК 2025, '4H-3,1-Benzoxazin-4-ones Instead of Isatoic Anhydride: Reducing the Activity of the Substrate Allows You to Reduce the Synthesis Time', Russian Journal of General Chemistry, vol. 95, no. 8, pp. 2290–2298. https://doi.org/10.1134/S1070363225604466

APA

Гасилина , О., Шетнев, А., Алексеев, М. А., Тарасенко, М., Байков, С. В., Петерсен, Е. В., Боярский, В. П., & Корсаков, М. К. (2025). 4H-3,1-Benzoxazin-4-ones Instead of Isatoic Anhydride: Reducing the Activity of the Substrate Allows You to Reduce the Synthesis Time. Russian Journal of General Chemistry, 95(8), 2290–2298. https://doi.org/10.1134/S1070363225604466

Vancouver

Гасилина О, Шетнев А, Алексеев МА, Тарасенко М, Байков СВ, Петерсен ЕВ et al. 4H-3,1-Benzoxazin-4-ones Instead of Isatoic Anhydride: Reducing the Activity of the Substrate Allows You to Reduce the Synthesis Time. Russian Journal of General Chemistry. 2025 Sep 10;95(8):2290–2298. https://doi.org/10.1134/S1070363225604466

Author

Гасилина , Ольга ; Шетнев, Антон ; Алексеев, М.А. ; Тарасенко, Марина ; Байков, Сергей Валентинович ; Петерсен, Елена Владимировна ; Боярский, Вадим Павлович ; Корсаков, Михаил Константинович. / 4H-3,1-Benzoxazin-4-ones Instead of Isatoic Anhydride: Reducing the Activity of the Substrate Allows You to Reduce the Synthesis Time. In: Russian Journal of General Chemistry. 2025 ; Vol. 95, No. 8. pp. 2290–2298.

BibTeX

@article{a4efdb8a60a346bcaf72966152f2c954,
title = "4H-3,1-Benzoxazin-4-ones Instead of Isatoic Anhydride: Reducing the Activity of the Substrate Allows You to Reduce the Synthesis Time",
abstract = "Abstract: A method was developed for one-step preparing 5-(2-acylaminophenyl)-3-aryloxadiazoles by the reaction of amidoximes with benzoxazines, which does not require elevated temperatures and a long reaction time. Using a strong basic medium—a solution of NaOH in DMSO—allows for rapid condensation of the intermediately formed O-acylamidoximes at room temperature. Compared with a similar method for the synthesis of unsubstituted 5-(2-aminophenyl)oxadiazoles based on the isatoic anhydride reaction, the proposed one-step procedure not only makes it possible to obtain acyl derivatives of these amino heterocycles, but also reduces the reaction time 20-fold.",
keywords = "DMSO, amidoximes, benzoxazines, oxadiazoles, strong base medium",
author = "Ольга Гасилина and Антон Шетнев and М.А. Алексеев and Марина Тарасенко and Байков, {Сергей Валентинович} and Петерсен, {Елена Владимировна} and Боярский, {Вадим Павлович} and Корсаков, {Михаил Константинович}",
year = "2025",
month = sep,
day = "10",
doi = "10.1134/S1070363225604466",
language = "English",
volume = "95",
pages = "2290–2298",
journal = "Russian Journal of General Chemistry",
issn = "1070-3632",
publisher = "МАИК {"}Наука/Интерпериодика{"}",
number = "8",

}

RIS

TY - JOUR

T1 - 4H-3,1-Benzoxazin-4-ones Instead of Isatoic Anhydride: Reducing the Activity of the Substrate Allows You to Reduce the Synthesis Time

AU - Гасилина , Ольга

AU - Шетнев, Антон

AU - Алексеев, М.А.

AU - Тарасенко, Марина

AU - Байков, Сергей Валентинович

AU - Петерсен, Елена Владимировна

AU - Боярский, Вадим Павлович

AU - Корсаков, Михаил Константинович

PY - 2025/9/10

Y1 - 2025/9/10

N2 - Abstract: A method was developed for one-step preparing 5-(2-acylaminophenyl)-3-aryloxadiazoles by the reaction of amidoximes with benzoxazines, which does not require elevated temperatures and a long reaction time. Using a strong basic medium—a solution of NaOH in DMSO—allows for rapid condensation of the intermediately formed O-acylamidoximes at room temperature. Compared with a similar method for the synthesis of unsubstituted 5-(2-aminophenyl)oxadiazoles based on the isatoic anhydride reaction, the proposed one-step procedure not only makes it possible to obtain acyl derivatives of these amino heterocycles, but also reduces the reaction time 20-fold.

AB - Abstract: A method was developed for one-step preparing 5-(2-acylaminophenyl)-3-aryloxadiazoles by the reaction of amidoximes with benzoxazines, which does not require elevated temperatures and a long reaction time. Using a strong basic medium—a solution of NaOH in DMSO—allows for rapid condensation of the intermediately formed O-acylamidoximes at room temperature. Compared with a similar method for the synthesis of unsubstituted 5-(2-aminophenyl)oxadiazoles based on the isatoic anhydride reaction, the proposed one-step procedure not only makes it possible to obtain acyl derivatives of these amino heterocycles, but also reduces the reaction time 20-fold.

KW - DMSO

KW - amidoximes

KW - benzoxazines

KW - oxadiazoles

KW - strong base medium

UR - https://www.mendeley.com/catalogue/c4a53f98-8517-3c0e-b0d2-863996bbc52d/

U2 - 10.1134/S1070363225604466

DO - 10.1134/S1070363225604466

M3 - Article

VL - 95

SP - 2290

EP - 2298

JO - Russian Journal of General Chemistry

JF - Russian Journal of General Chemistry

SN - 1070-3632

IS - 8

ER -

ID: 141014181