Domino Construction of Benzoxazole-Derived Sulfonamides via Metal-Free Denitrogenation of 5-Iodo-1,2,3-triazoles in the Presence of SO2 and Amines
Publication type: Journal Article
Publication date: 2021-04-06
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
33822625
Organic Chemistry
Abstract
A straightforward domino approach to assemble benzoxazole-derived sulfonamides has been developed. The method is based on annulation-induced in situ generation of diazo compounds from readily available 2-(5-iodo-1,2,3-triazolyl)phenols, followed by metal-free denitrogenative transformation upon the action of 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) and amines. The protocol is operationally simple and features a broad substrate scope, furnishing a library of target compounds in generally good yields.
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Total citations:
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Citations from 2024:
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(35%)
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Gevondian A. G. et al. Domino Construction of Benzoxazole-Derived Sulfonamides via Metal-Free Denitrogenation of 5-Iodo-1,2,3-triazoles in the Presence of SO2and Amines // Journal of Organic Chemistry. 2021. Vol. 86. No. 8. pp. 5639-5650.
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Gevondian A. G., Kotovshchikov Y. N., Latyshev G. V., Lukashev N. V., Beletskaya I. P. Domino Construction of Benzoxazole-Derived Sulfonamides via Metal-Free Denitrogenation of 5-Iodo-1,2,3-triazoles in the Presence of SO2and Amines // Journal of Organic Chemistry. 2021. Vol. 86. No. 8. pp. 5639-5650.
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TY - JOUR
DO - 10.1021/acs.joc.1c00115
UR - https://doi.org/10.1021/acs.joc.1c00115
TI - Domino Construction of Benzoxazole-Derived Sulfonamides via Metal-Free Denitrogenation of 5-Iodo-1,2,3-triazoles in the Presence of SO2and Amines
T2 - Journal of Organic Chemistry
AU - Gevondian, Avetik G
AU - Kotovshchikov, Yury N
AU - Latyshev, Gennadij V
AU - Lukashev, Nikolay V
AU - Beletskaya, Irina P.
PY - 2021
DA - 2021/04/06
PB - American Chemical Society (ACS)
SP - 5639-5650
IS - 8
VL - 86
PMID - 33822625
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2021_Gevondian,
author = {Avetik G Gevondian and Yury N Kotovshchikov and Gennadij V Latyshev and Nikolay V Lukashev and Irina P. Beletskaya},
title = {Domino Construction of Benzoxazole-Derived Sulfonamides via Metal-Free Denitrogenation of 5-Iodo-1,2,3-triazoles in the Presence of SO2and Amines},
journal = {Journal of Organic Chemistry},
year = {2021},
volume = {86},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acs.joc.1c00115},
number = {8},
pages = {5639--5650},
doi = {10.1021/acs.joc.1c00115}
}
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MLA
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Gevondian, Avetik G., et al. “Domino Construction of Benzoxazole-Derived Sulfonamides via Metal-Free Denitrogenation of 5-Iodo-1,2,3-triazoles in the Presence of SO2and Amines.” Journal of Organic Chemistry, vol. 86, no. 8, Apr. 2021, pp. 5639-5650. https://doi.org/10.1021/acs.joc.1c00115.