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Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles. / Bubyrev, Andrey; Malkova, Ksenia; Kantin, Grigory; Dar'In, Dmitry; Krasavin, Mikhail.

в: Journal of Organic Chemistry, Том 86, № 23, 03.12.2021, стр. 17516–17522.

Результаты исследований: Научные публикации в периодических изданияхстатьяРецензирование

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Bubyrev, Andrey ; Malkova, Ksenia ; Kantin, Grigory ; Dar'In, Dmitry ; Krasavin, Mikhail. / Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles. в: Journal of Organic Chemistry. 2021 ; Том 86, № 23. стр. 17516–17522.

BibTeX

@article{6fc7e9e770814d7ca51abde8385ad0df,
title = "Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles",
abstract = "A three-component synthesis of 1,5-disubstituted 1,2,3-triazoles from α-acetyl-α-diazomethane sulfonamides, primary aliphatic amines, and aromatic aldehydes is presented. The 1,2,3-triazoles can be accessed in two alternative variants, depending on the substitutions in the sulfonamide portion of the diazo reagent. In one variant, intermediate 1,2,3-triazoline-4-sulfonamides are isolated chromatographically and then subjected to thermally promoted aromatization with elimination of sulfur(IV) oxide and amine. In the other variant, both chemical transformations take place in a single step conducted at room temperature. ",
author = "Andrey Bubyrev and Ksenia Malkova and Grigory Kantin and Dmitry Dar'In and Mikhail Krasavin",
note = "Publisher Copyright: {\textcopyright} 2021 American Chemical Society.",
year = "2021",
month = dec,
day = "3",
doi = "10.1021/acs.joc.1c02309",
language = "English",
volume = "86",
pages = "17516–17522",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "23",

}

RIS

TY - JOUR

T1 - Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles

AU - Bubyrev, Andrey

AU - Malkova, Ksenia

AU - Kantin, Grigory

AU - Dar'In, Dmitry

AU - Krasavin, Mikhail

N1 - Publisher Copyright: © 2021 American Chemical Society.

PY - 2021/12/3

Y1 - 2021/12/3

N2 - A three-component synthesis of 1,5-disubstituted 1,2,3-triazoles from α-acetyl-α-diazomethane sulfonamides, primary aliphatic amines, and aromatic aldehydes is presented. The 1,2,3-triazoles can be accessed in two alternative variants, depending on the substitutions in the sulfonamide portion of the diazo reagent. In one variant, intermediate 1,2,3-triazoline-4-sulfonamides are isolated chromatographically and then subjected to thermally promoted aromatization with elimination of sulfur(IV) oxide and amine. In the other variant, both chemical transformations take place in a single step conducted at room temperature.

AB - A three-component synthesis of 1,5-disubstituted 1,2,3-triazoles from α-acetyl-α-diazomethane sulfonamides, primary aliphatic amines, and aromatic aldehydes is presented. The 1,2,3-triazoles can be accessed in two alternative variants, depending on the substitutions in the sulfonamide portion of the diazo reagent. In one variant, intermediate 1,2,3-triazoline-4-sulfonamides are isolated chromatographically and then subjected to thermally promoted aromatization with elimination of sulfur(IV) oxide and amine. In the other variant, both chemical transformations take place in a single step conducted at room temperature.

UR - http://www.scopus.com/inward/record.url?scp=85120373060&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/6c82fce7-340d-3a83-b947-262ffd3b5e96/

U2 - 10.1021/acs.joc.1c02309

DO - 10.1021/acs.joc.1c02309

M3 - Article

AN - SCOPUS:85120373060

VL - 86

SP - 17516

EP - 17522

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 23

ER -

ID: 89556340