One-Pot Synthesis of Dihalogenated Ring-Fused Benzimidazolequinones from 3,6-Dimethoxy-2-(cycloamino)anilines Using Hydrogen Peroxide and Hydrohalic Acid
Publication type: Journal Article
Publication date: 2018-10-22
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
30346181
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
3,6-Dimethoxy-2-(cycloamino)anilines undergo 4- or 6-electron oxidations to afford novel ring-fused halogenated benzimidazoles or benzimidazolequinones using H2O2/HCl or H2O2/HBr. Cl2 and Br2 are capable of the same oxidative transformation to the benzimidazolequinones. Labeling experiments indicate that water is necessary for oxidation of the para-dimethoxybenzenes to the corresponding quinones.
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14
Total citations:
14
Citations from 2025:
1
(7.14%)
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GOST
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Sweeney M. et al. One-Pot Synthesis of Dihalogenated Ring-Fused Benzimidazolequinones from 3,6-Dimethoxy-2-(cycloamino)anilines Using Hydrogen Peroxide and Hydrohalic Acid // Organic Letters. 2018. Vol. 20. No. 21. pp. 6970-6974.
GOST all authors (up to 50)
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Sweeney M., Keane L. A. J., Gurry M., McArdle P. F., Aldabbagh F. One-Pot Synthesis of Dihalogenated Ring-Fused Benzimidazolequinones from 3,6-Dimethoxy-2-(cycloamino)anilines Using Hydrogen Peroxide and Hydrohalic Acid // Organic Letters. 2018. Vol. 20. No. 21. pp. 6970-6974.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.8b03135
UR - https://doi.org/10.1021/acs.orglett.8b03135
TI - One-Pot Synthesis of Dihalogenated Ring-Fused Benzimidazolequinones from 3,6-Dimethoxy-2-(cycloamino)anilines Using Hydrogen Peroxide and Hydrohalic Acid
T2 - Organic Letters
AU - Sweeney, Martin
AU - Keane, Lee Ann J
AU - Gurry, Michael
AU - McArdle, Patrick F.
AU - Aldabbagh, Fawaz
PY - 2018
DA - 2018/10/22
PB - American Chemical Society (ACS)
SP - 6970-6974
IS - 21
VL - 20
PMID - 30346181
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
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@article{2018_Sweeney,
author = {Martin Sweeney and Lee Ann J Keane and Michael Gurry and Patrick F. McArdle and Fawaz Aldabbagh},
title = {One-Pot Synthesis of Dihalogenated Ring-Fused Benzimidazolequinones from 3,6-Dimethoxy-2-(cycloamino)anilines Using Hydrogen Peroxide and Hydrohalic Acid},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acs.orglett.8b03135},
number = {21},
pages = {6970--6974},
doi = {10.1021/acs.orglett.8b03135}
}
Cite this
MLA
Copy
Sweeney, Martin, et al. “One-Pot Synthesis of Dihalogenated Ring-Fused Benzimidazolequinones from 3,6-Dimethoxy-2-(cycloamino)anilines Using Hydrogen Peroxide and Hydrohalic Acid.” Organic Letters, vol. 20, no. 21, Oct. 2018, pp. 6970-6974. https://doi.org/10.1021/acs.orglett.8b03135.