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