Annulation-Triggered Denitrogenative Transformations of 2-(5-Iodo-1,2,3-triazolyl)benzoic Acids
Publication type: Journal Article
Publication date: 2022-05-18
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
35583492
Organic Chemistry
Abstract
The ability of [1,2,3]triazolobenzoxazinones to act as a source of "hidden" diazo group was discovered. These diazo precursors can be easily prepared by the intramolecular cyclization of 2-(5-iodo-1,2,3-triazolyl)benzoic acids. The Cu-catalyzed capture of the hidden diazo group allows for further functionalization through the denitrogenative pathway. The transformations proceed via the formation of either diazoimine or diazoamide intermediates. Novel routes to various anthranilamides as well as thiolated benzoxazinones were developed using the one-pot cyclization/diazo capture procedure.
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Total citations:
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Citations from 2024:
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(43.75%)
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GOST
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Voloshkin V. A. et al. Annulation-Triggered Denitrogenative Transformations of 2-(5-Iodo-1,2,3-triazolyl)benzoic Acids // Journal of Organic Chemistry. 2022. Vol. 87. No. 11. pp. 7064-7075.
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Voloshkin V. A., Kotovshchikov Y. N., Latyshev G. V., Lukashev N. V., Beletskaya I. P. Annulation-Triggered Denitrogenative Transformations of 2-(5-Iodo-1,2,3-triazolyl)benzoic Acids // Journal of Organic Chemistry. 2022. Vol. 87. No. 11. pp. 7064-7075.
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RIS
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TY - JOUR
DO - 10.1021/acs.joc.2c00235
UR - https://doi.org/10.1021/acs.joc.2c00235
TI - Annulation-Triggered Denitrogenative Transformations of 2-(5-Iodo-1,2,3-triazolyl)benzoic Acids
T2 - Journal of Organic Chemistry
AU - Voloshkin, Vladislav A.
AU - Kotovshchikov, Yury N
AU - Latyshev, Gennadij V
AU - Lukashev, Nikolay V
AU - Beletskaya, Irina P.
PY - 2022
DA - 2022/05/18
PB - American Chemical Society (ACS)
SP - 7064-7075
IS - 11
VL - 87
PMID - 35583492
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2022_Voloshkin,
author = {Vladislav A. Voloshkin and Yury N Kotovshchikov and Gennadij V Latyshev and Nikolay V Lukashev and Irina P. Beletskaya},
title = {Annulation-Triggered Denitrogenative Transformations of 2-(5-Iodo-1,2,3-triazolyl)benzoic Acids},
journal = {Journal of Organic Chemistry},
year = {2022},
volume = {87},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/acs.joc.2c00235},
number = {11},
pages = {7064--7075},
doi = {10.1021/acs.joc.2c00235}
}
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MLA
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Voloshkin, Vladislav A., et al. “Annulation-Triggered Denitrogenative Transformations of 2-(5-Iodo-1,2,3-triazolyl)benzoic Acids.” Journal of Organic Chemistry, vol. 87, no. 11, May. 2022, pp. 7064-7075. https://doi.org/10.1021/acs.joc.2c00235.