Synthesis of original benzo[g]quinoxaline-5,10-diones by bis-SRN1 methodology
1
Laboratoire de Chimie Organique Pharmaceutique LCOP, UMR CNRS 6517, Université de la Méditerranée, Faculté de Pharmacie, 27 bd Jean Moulin, 13385 Marseille Cedex 5, France
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Publication type: Journal Article
Publication date: 2004-03-01
scimago Q3
wos Q2
SJR: 0.362
CiteScore: 4.7
Impact factor: 2.4
ISSN: 0022152X, 19435193
Organic Chemistry
Abstract
A new heterocyclic bioreductive bis-alkylating agent, 2,3-bis(chloromethyl)benzo[g]quinoxaline-5,10-dione, was prepared in a four-steps synthesis. It was shown to react under electron transfer conditions with 2-nitropropane anion by an bis-SRN1 mechanism to give three C-alkylation products in excellent yields. Extension of this bis-SRN1 reaction to various nitronate or malonate anions and S-centered anions led to a new class of potentially active benzo[g]quinoxaline-5,10-dione derivatives.
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13
Total citations:
13
Citations from 2024:
2
(15.38%)
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Rémusat V. et al. Synthesis of original benzo[g]quinoxaline-5,10-diones by bis-SRN1 methodology // Journal of Heterocyclic Chemistry. 2004. Vol. 41. No. 2. pp. 221-225.
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Rémusat V., Terme T., Gellis A., Rathelot P., Vanelle P. Synthesis of original benzo[g]quinoxaline-5,10-diones by bis-SRN1 methodology // Journal of Heterocyclic Chemistry. 2004. Vol. 41. No. 2. pp. 221-225.
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RIS
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TY - JOUR
DO - 10.1002/jhet.5570410212
UR - https://doi.org/10.1002/jhet.5570410212
TI - Synthesis of original benzo[g]quinoxaline-5,10-diones by bis-SRN1 methodology
T2 - Journal of Heterocyclic Chemistry
AU - Rémusat, Vincent
AU - Terme, Thierry
AU - Gellis, Armand
AU - Rathelot, Pascal
AU - Vanelle, Patrice
PY - 2004
DA - 2004/03/01
PB - Wiley
SP - 221-225
IS - 2
VL - 41
SN - 0022-152X
SN - 1943-5193
ER -
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BibTex (up to 50 authors)
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@article{2004_Rémusat,
author = {Vincent Rémusat and Thierry Terme and Armand Gellis and Pascal Rathelot and Patrice Vanelle},
title = {Synthesis of original benzo[g]quinoxaline-5,10-diones by bis-SRN1 methodology},
journal = {Journal of Heterocyclic Chemistry},
year = {2004},
volume = {41},
publisher = {Wiley},
month = {mar},
url = {https://doi.org/10.1002/jhet.5570410212},
number = {2},
pages = {221--225},
doi = {10.1002/jhet.5570410212}
}
Cite this
MLA
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Rémusat, Vincent, et al. “Synthesis of original benzo[g]quinoxaline-5,10-diones by bis-SRN1 methodology.” Journal of Heterocyclic Chemistry, vol. 41, no. 2, Mar. 2004, pp. 221-225. https://doi.org/10.1002/jhet.5570410212.