Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles
Publication type: Journal Article
Publication date: 2021-11-19
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
34797670
Organic Chemistry
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.
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17
Total citations:
17
Citations from 2025:
4
(23.53%)
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GOST
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Bubyrev A. et al. Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles // Journal of Organic Chemistry. 2021. Vol. 86. No. 23. pp. 17516-17522.
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Bubyrev A., Malkova K., Kantin G., Dar’in D., Krasavin M. Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles // Journal of Organic Chemistry. 2021. Vol. 86. No. 23. pp. 17516-17522.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.joc.1c02309
UR - https://doi.org/10.1021/acs.joc.1c02309
TI - Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles
T2 - Journal of Organic Chemistry
AU - Bubyrev, Andrey
AU - Malkova, Ksenia
AU - Kantin, Grigory
AU - Dar’in, Dmitry
AU - Krasavin, Mikhail
PY - 2021
DA - 2021/11/19
PB - American Chemical Society (ACS)
SP - 17516-17522
IS - 23
VL - 86
PMID - 34797670
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
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@article{2021_Bubyrev,
author = {Andrey Bubyrev and Ksenia Malkova and Grigory Kantin and Dmitry Dar’in and Mikhail Krasavin},
title = {Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles},
journal = {Journal of Organic Chemistry},
year = {2021},
volume = {86},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/acs.joc.1c02309},
number = {23},
pages = {17516--17522},
doi = {10.1021/acs.joc.1c02309}
}
Cite this
MLA
Copy
Bubyrev, Andrey, et al. “Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles.” Journal of Organic Chemistry, vol. 86, no. 23, Nov. 2021, pp. 17516-17522. https://doi.org/10.1021/acs.joc.1c02309.