2-Azido-1,3,4-thiadiazoles, 2-Azido-1,3-thiazoles, and Aryl Azides in the Synthesis of 1,2,3-Triazole-4-carboxylic Acids and Their Derivatives
1
Ivan Franko Lviv National University, Lviv, Ukraine
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Тип публикации: Journal Article
Дата публикации: 2018-07-01
scimago Q4
wos Q4
БС3
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Краткое описание
Diazotization of 2-amino-1,3,4-thiadiazoles gave 1,3,4-thiadiazole-2-diazonium sulfates which were converted to 2-azido-1,3,4-thiadiazoles. The latter reacted with ethyl acetoacetate in the presence of sodium methoxide in methanol to produce 1-(5-R1-1,3,4-thiadiazol-2-yl)-5-R2-1H-1,2,3-triazole-4-carboxylic acid derivatives. The reactions of 2-azido-5-methyl-1,3,4-thiadiazole and 2-azido-1,3-thiazole with ethyl 3-(1,3-benzodioxol-5-yl)-3-oxopropanoate led to the formation of 1,2,3-triazole ring under milder conditions (K2CO3, DMSO). Various 1,2,3-triazole-4-carboxylic acid derivatives were synthesized.
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Pokhodylo N. T. et al. 2-Azido-1,3,4-thiadiazoles, 2-Azido-1,3-thiazoles, and Aryl Azides in the Synthesis of 1,2,3-Triazole-4-carboxylic Acids and Their Derivatives // Russian Journal of Organic Chemistry. 2018. Vol. 54. No. 7. pp. 1090-1099.
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Pokhodylo N. T., Shyyka O. Ya., Savka R. D., Obushak M. D. 2-Azido-1,3,4-thiadiazoles, 2-Azido-1,3-thiazoles, and Aryl Azides in the Synthesis of 1,2,3-Triazole-4-carboxylic Acids and Their Derivatives // Russian Journal of Organic Chemistry. 2018. Vol. 54. No. 7. pp. 1090-1099.
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TY - JOUR
DO - 10.1134/s1070428018070205
UR - https://doi.org/10.1134/s1070428018070205
TI - 2-Azido-1,3,4-thiadiazoles, 2-Azido-1,3-thiazoles, and Aryl Azides in the Synthesis of 1,2,3-Triazole-4-carboxylic Acids and Their Derivatives
T2 - Russian Journal of Organic Chemistry
AU - Pokhodylo, N T
AU - Shyyka, O Ya
AU - Savka, R D
AU - Obushak, M D
PY - 2018
DA - 2018/07/01
PB - Pleiades Publishing
SP - 1090-1099
IS - 7
VL - 54
SN - 1070-4280
SN - 1608-3393
ER -
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@article{2018_Pokhodylo,
author = {N T Pokhodylo and O Ya Shyyka and R D Savka and M D Obushak},
title = {2-Azido-1,3,4-thiadiazoles, 2-Azido-1,3-thiazoles, and Aryl Azides in the Synthesis of 1,2,3-Triazole-4-carboxylic Acids and Their Derivatives},
journal = {Russian Journal of Organic Chemistry},
year = {2018},
volume = {54},
publisher = {Pleiades Publishing},
month = {jul},
url = {https://doi.org/10.1134/s1070428018070205},
number = {7},
pages = {1090--1099},
doi = {10.1134/s1070428018070205}
}
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MLA
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Pokhodylo, N. T., et al. “2-Azido-1,3,4-thiadiazoles, 2-Azido-1,3-thiazoles, and Aryl Azides in the Synthesis of 1,2,3-Triazole-4-carboxylic Acids and Their Derivatives.” Russian Journal of Organic Chemistry, vol. 54, no. 7, Jul. 2018, pp. 1090-1099. https://doi.org/10.1134/s1070428018070205.