Microwave-assisted sequential three-component synthesis of pyrrolyl-substituted chromeno[2,3-c]isoquinolin-5-amines
Publication type: Journal Article
Publication date: 2020-04-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
Sequential one-pot domino reaction of homophthalonitrile, salicylaldehydes, and pyrroles in basic media under MW irradiation results in the formation of novel chromeno[2,3-c]isoquinolin-5-amines. The transformation represents a domino sequence that starts with Knoevenagel condensation, followed by two nucleophilic cyclizations, consecutively forming 2-iminochromene and 5-iminoisoquinoline cycles. Michael addition of the pyrrole unit to the chromene cycle finishes the transformation. The reaction tolerates various salicylaldehydes and pyrroles, producing target molecules with good 45–67% yields.
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Yue X. et al. Microwave-assisted sequential three-component synthesis of pyrrolyl-substituted chromeno[2,3-c]isoquinolin-5-amines // Chemistry of Heterocyclic Compounds. 2020. Vol. 56. No. 4. pp. 495-498.
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Yue X., Storozhenko O. A., Festa A. A., Sorokina E. A., Varlamov A. V., Voskressensky L. G. Microwave-assisted sequential three-component synthesis of pyrrolyl-substituted chromeno[2,3-c]isoquinolin-5-amines // Chemistry of Heterocyclic Compounds. 2020. Vol. 56. No. 4. pp. 495-498.
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TY - JOUR
DO - 10.1007/s10593-020-02686-5
UR - https://doi.org/10.1007/s10593-020-02686-5
TI - Microwave-assisted sequential three-component synthesis of pyrrolyl-substituted chromeno[2,3-c]isoquinolin-5-amines
T2 - Chemistry of Heterocyclic Compounds
AU - Yue, Xiaoyi
AU - Storozhenko, Olga A
AU - Festa, Alexey A
AU - Sorokina, Elena A.
AU - Varlamov, Alexey V
AU - Voskressensky, Leonid G
PY - 2020
DA - 2020/04/01
PB - Springer Nature
SP - 495-498
IS - 4
VL - 56
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2020_Yue,
author = {Xiaoyi Yue and Olga A Storozhenko and Alexey A Festa and Elena A. Sorokina and Alexey V Varlamov and Leonid G Voskressensky},
title = {Microwave-assisted sequential three-component synthesis of pyrrolyl-substituted chromeno[2,3-c]isoquinolin-5-amines},
journal = {Chemistry of Heterocyclic Compounds},
year = {2020},
volume = {56},
publisher = {Springer Nature},
month = {apr},
url = {https://doi.org/10.1007/s10593-020-02686-5},
number = {4},
pages = {495--498},
doi = {10.1007/s10593-020-02686-5}
}
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Yue, Xiaoyi, et al. “Microwave-assisted sequential three-component synthesis of pyrrolyl-substituted chromeno[2,3-c]isoquinolin-5-amines.” Chemistry of Heterocyclic Compounds, vol. 56, no. 4, Apr. 2020, pp. 495-498. https://doi.org/10.1007/s10593-020-02686-5.