Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles: Regioselective Synthesis of 5-Sulfonamidoimidazoles
Publication type: Journal Article
Publication date: 2018-07-30
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
30058339
Organic Chemistry
Abstract
An effective method for the synthesis of fully substituted 5-sulfonamidoimidazoles by Rh(II)-catalyzed transannulation of 1,2,4-oxadiazole derivatives with N-sulfonyl-1,2,3-triazoles is reported. The reaction works well with both aromatic 1,2,4-oxadiazoles and 1,2,4-oxadiazol-5-ones providing a flexible approach to N-(alkoxy/amino)carbonyl- and N-alkyl-substituted imidazoles. Both the disclosed reactions are completely regioselective and provide the first examples of a carbenoid-mediated transformation of N,N,O-heterocycles.
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Total citations:
41
Citations from 2024:
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GOST
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Strelnikova J. O. et al. Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles: Regioselective Synthesis of 5-Sulfonamidoimidazoles // Journal of Organic Chemistry. 2018. Vol. 83. No. 18. pp. 11232-11244.
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Strelnikova J. O., Rostovskii N. V., Starova G. L., Starova G. L., Khlebnikov A. F., Novikov M. S. Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles: Regioselective Synthesis of 5-Sulfonamidoimidazoles // Journal of Organic Chemistry. 2018. Vol. 83. No. 18. pp. 11232-11244.
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TY - JOUR
DO - 10.1021/acs.joc.8b01809
UR - https://pubs.acs.org/doi/10.1021/acs.joc.8b01809
TI - Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles: Regioselective Synthesis of 5-Sulfonamidoimidazoles
T2 - Journal of Organic Chemistry
AU - Strelnikova, Julia O
AU - Rostovskii, Nikolai V
AU - Starova, G. L.
AU - Starova, Galina L
AU - Khlebnikov, Alexander F
AU - Novikov, Mikhail S.
PY - 2018
DA - 2018/07/30
PB - American Chemical Society (ACS)
SP - 11232-11244
IS - 18
VL - 83
PMID - 30058339
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
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@article{2018_Strelnikova,
author = {Julia O Strelnikova and Nikolai V Rostovskii and G. L. Starova and Galina L Starova and Alexander F Khlebnikov and Mikhail S. Novikov},
title = {Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles: Regioselective Synthesis of 5-Sulfonamidoimidazoles},
journal = {Journal of Organic Chemistry},
year = {2018},
volume = {83},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.8b01809},
number = {18},
pages = {11232--11244},
doi = {10.1021/acs.joc.8b01809}
}
Cite this
MLA
Copy
Strelnikova, Julia O., et al. “Rh(II)-Catalyzed Transannulation of 1,2,4-Oxadiazole Derivatives with 1-Sulfonyl-1,2,3-triazoles: Regioselective Synthesis of 5-Sulfonamidoimidazoles.” Journal of Organic Chemistry, vol. 83, no. 18, Jul. 2018, pp. 11232-11244. https://pubs.acs.org/doi/10.1021/acs.joc.8b01809.