volume 41 issue 9 pages 1306-1315

Vicarious Nucleophilic C-Amination of Nitrobenzene and 5- and 6-Nitro-1-methylbenzimidazoles

I.A. TITOVA 1
T I Vakulskaya 1
L I Larina 1
M I Mizandrontsev 1
V. A. Volkov 1
G V Dolgushin 1
V.A Lopyrev 1
Publication typeJournal Article
Publication date2005-09-01
scimago Q4
wos Q4
SJR0.190
CiteScore1.3
Impact factor0.9
ISSN10704280, 16083393
Organic Chemistry
Abstract
Vicarious nucleophilic C-amination of nitrobenzene, 1-methyl-5-nitrobenzimidazole, and 1-methyl-6-nitrobenzimidazole in superbasic medium (potassium tert-butoxide-dimethyl sulfoxide) gave the corresponding amino-substituted derivatives. The yield of the amination product of 1-methyl-5-nitrobenzimidazole considerably increased in the presence of CuCl. ESR monitoring of these reactions revealed formation of primary radical anions from the substrates. Possible reaction mechanisms are discussed.
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GOST Copy
TITOVA I. et al. Vicarious Nucleophilic C-Amination of Nitrobenzene and 5- and 6-Nitro-1-methylbenzimidazoles // Russian Journal of Organic Chemistry. 2005. Vol. 41. No. 9. pp. 1306-1315.
GOST all authors (up to 50) Copy
TITOVA I., Vakulskaya T. I., Larina L. I., Mizandrontsev M. I., Volkov V. A., Dolgushin G. V., Lopyrev V. Vicarious Nucleophilic C-Amination of Nitrobenzene and 5- and 6-Nitro-1-methylbenzimidazoles // Russian Journal of Organic Chemistry. 2005. Vol. 41. No. 9. pp. 1306-1315.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1007/s11178-005-0339-z
UR - https://doi.org/10.1007/s11178-005-0339-z
TI - Vicarious Nucleophilic C-Amination of Nitrobenzene and 5- and 6-Nitro-1-methylbenzimidazoles
T2 - Russian Journal of Organic Chemistry
AU - TITOVA, I.A.
AU - Vakulskaya, T I
AU - Larina, L I
AU - Mizandrontsev, M I
AU - Volkov, V. A.
AU - Dolgushin, G V
AU - Lopyrev, V.A
PY - 2005
DA - 2005/09/01
PB - Pleiades Publishing
SP - 1306-1315
IS - 9
VL - 41
SN - 1070-4280
SN - 1608-3393
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2005_TITOVA,
author = {I.A. TITOVA and T I Vakulskaya and L I Larina and M I Mizandrontsev and V. A. Volkov and G V Dolgushin and V.A Lopyrev},
title = {Vicarious Nucleophilic C-Amination of Nitrobenzene and 5- and 6-Nitro-1-methylbenzimidazoles},
journal = {Russian Journal of Organic Chemistry},
year = {2005},
volume = {41},
publisher = {Pleiades Publishing},
month = {sep},
url = {https://doi.org/10.1007/s11178-005-0339-z},
number = {9},
pages = {1306--1315},
doi = {10.1007/s11178-005-0339-z}
}
MLA
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MLA Copy
TITOVA, I.A., et al. “Vicarious Nucleophilic C-Amination of Nitrobenzene and 5- and 6-Nitro-1-methylbenzimidazoles.” Russian Journal of Organic Chemistry, vol. 41, no. 9, Sep. 2005, pp. 1306-1315. https://doi.org/10.1007/s11178-005-0339-z.