Synthesis of 2-aminochromene derivatives from 1-(2-imino-2H-chromen-3-yl)pyridin-1-ium perchlorates and nitromethane in basic medium
Publication type: Journal Article
Publication date: 2020-09-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
Novel 2-amino-4-(nitromethylidene)chromenes were obtained as a result of the reaction of 1-(2-imino-2H-chromen-3-yl)pyridinium perchlorates and nitromethane by the action of DBU at reflux in trifluoroethanol. The starting 2-iminochromenes are readily accessible from the corresponding salicylic aldehydes and quaternary cyanomethyl pyridinium salts. The reaction is tolerant to substituents of different nature (alkyl, alkoxy, halogen); a limitation is the presence of strong electron-withdrawing substituents in the benzene ring of chromene. During the reaction, the products precipitate and can be isolated by filtration.
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Storozhenko O. А. et al. Synthesis of 2-aminochromene derivatives from 1-(2-imino-2H-chromen-3-yl)pyridin-1-ium perchlorates and nitromethane in basic medium // Chemistry of Heterocyclic Compounds. 2020. Vol. 56. No. 9. pp. 1161-1166.
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Storozhenko O. А., Yue X., Festa A. А., Varlamov A. А., Voskressensky L. G. Synthesis of 2-aminochromene derivatives from 1-(2-imino-2H-chromen-3-yl)pyridin-1-ium perchlorates and nitromethane in basic medium // Chemistry of Heterocyclic Compounds. 2020. Vol. 56. No. 9. pp. 1161-1166.
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TY - JOUR
DO - 10.1007/s10593-020-02793-3
UR - https://doi.org/10.1007/s10593-020-02793-3
TI - Synthesis of 2-aminochromene derivatives from 1-(2-imino-2H-chromen-3-yl)pyridin-1-ium perchlorates and nitromethane in basic medium
T2 - Chemistry of Heterocyclic Compounds
AU - Storozhenko, Olga А
AU - Yue, Xiaoyi
AU - Festa, Alexey А
AU - Varlamov, Alexey А
AU - Voskressensky, Leonid G
PY - 2020
DA - 2020/09/01
PB - Springer Nature
SP - 1161-1166
IS - 9
VL - 56
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2020_Storozhenko,
author = {Olga А Storozhenko and Xiaoyi Yue and Alexey А Festa and Alexey А Varlamov and Leonid G Voskressensky},
title = {Synthesis of 2-aminochromene derivatives from 1-(2-imino-2H-chromen-3-yl)pyridin-1-ium perchlorates and nitromethane in basic medium},
journal = {Chemistry of Heterocyclic Compounds},
year = {2020},
volume = {56},
publisher = {Springer Nature},
month = {sep},
url = {https://doi.org/10.1007/s10593-020-02793-3},
number = {9},
pages = {1161--1166},
doi = {10.1007/s10593-020-02793-3}
}
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Storozhenko, Olga А., et al. “Synthesis of 2-aminochromene derivatives from 1-(2-imino-2H-chromen-3-yl)pyridin-1-ium perchlorates and nitromethane in basic medium.” Chemistry of Heterocyclic Compounds, vol. 56, no. 9, Sep. 2020, pp. 1161-1166. https://doi.org/10.1007/s10593-020-02793-3.