Synthesis of Imidazo[1,2-a]Indoles from 2-Chloroindole-3-Carbaldehyde
Publication type: Journal Article
Publication date: 2016-05-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
A two-step approach towards the synthesis of imidazo[1,2-a]indoles from 2-chloroindole-3-carbaldehyde has been developed. It comprises the N-alkylation of indole ring by 2-bromo-1,1-diethoxyethane followed by a treatment with aromatic amine hydrochlorides. The reaction proceeds as a nucleophilic substitution of the chlorine atom at position 2 of the indole ring followed by cyclization along with the condensation at the aldehyde group. Imidazo[1,2-a]indoles were isolated as protonated Schiff bases. Their structure was proved by 1H and 13C NMR spectroscopy and X-ray structural analysis.
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Total citations:
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Citations from 2024:
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Suzdalev K. F. et al. Synthesis of Imidazo[1,2-a]Indoles from 2-Chloroindole-3-Carbaldehyde // Chemistry of Heterocyclic Compounds. 2016. Vol. 52. No. 5. pp. 303-308.
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Suzdalev K. F., Vikrischuk N. I., Prikhodko K. A., Shasheva E. Yu., Kurbatov S. V., Bogus S. K., Galenko Yaroshevsky P. A. Synthesis of Imidazo[1,2-a]Indoles from 2-Chloroindole-3-Carbaldehyde // Chemistry of Heterocyclic Compounds. 2016. Vol. 52. No. 5. pp. 303-308.
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TY - JOUR
DO - 10.1007/s10593-016-1882-y
UR - https://doi.org/10.1007/s10593-016-1882-y
TI - Synthesis of Imidazo[1,2-a]Indoles from 2-Chloroindole-3-Carbaldehyde
T2 - Chemistry of Heterocyclic Compounds
AU - Suzdalev, Konstantin F
AU - Vikrischuk, Natalia I
AU - Prikhodko, Kseniya A
AU - Shasheva, Elena Yu
AU - Kurbatov, Sergey V.
AU - Bogus, Saida K
AU - Galenko Yaroshevsky, Pavel A
PY - 2016
DA - 2016/05/01
PB - Springer Nature
SP - 303-308
IS - 5
VL - 52
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2016_Suzdalev,
author = {Konstantin F Suzdalev and Natalia I Vikrischuk and Kseniya A Prikhodko and Elena Yu Shasheva and Sergey V. Kurbatov and Saida K Bogus and Pavel A Galenko Yaroshevsky},
title = {Synthesis of Imidazo[1,2-a]Indoles from 2-Chloroindole-3-Carbaldehyde},
journal = {Chemistry of Heterocyclic Compounds},
year = {2016},
volume = {52},
publisher = {Springer Nature},
month = {may},
url = {https://doi.org/10.1007/s10593-016-1882-y},
number = {5},
pages = {303--308},
doi = {10.1007/s10593-016-1882-y}
}
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MLA
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Suzdalev, Konstantin F., et al. “Synthesis of Imidazo[1,2-a]Indoles from 2-Chloroindole-3-Carbaldehyde.” Chemistry of Heterocyclic Compounds, vol. 52, no. 5, May. 2016, pp. 303-308. https://doi.org/10.1007/s10593-016-1882-y.