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New regio/chemoselective synthesis of hydrogenated imidazo[1,5-b]pyridazines

Dmitriy Yurievich Vandyshev 1
Dmitriy Yurievich Vandyshev
, 
Khidmet Sapharovich Shikhaliev 1
Khidmet Sapharovich Shikhaliev
, 
Mikhail Yur'evich Krysin 1
Mikhail Yur'evich Krysin
, 
Tatiana Nikolaevna Ilyinova 2
Tatiana Nikolaevna Ilyinova
, 
Daria A Mangusheva 1
Daria A Mangusheva
, 
Oleg Evgen'evich Sidorenko 1
Oleg Evgen'evich Sidorenko
, 
Renata Rustamovna Iminova 1
Renata Rustamovna Iminova
10.1016/j.mencom.2022.09.023
Published 2022-09-05
Communication , Volume 32, Issue 5, 637-639
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Vandyshev D. Y. et al. New regio/chemoselective synthesis of hydrogenated imidazo[1,5-b]pyridazines // Mendeleev Communications. 2022. Vol. 32. No. 5. pp. 637-639.
GOST all authors (up to 50) Copy
Vandyshev D. Y., Shikhaliev K. S., Krysin M. Y., Ilyinova T. N., Mangusheva D. A., Sidorenko O. E., Iminova R. R. New regio/chemoselective synthesis of hydrogenated imidazo[1,5-b]pyridazines // Mendeleev Communications. 2022. Vol. 32. No. 5. pp. 637-639.
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TY - JOUR
DO - 10.1016/j.mencom.2022.09.023
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.023
TI - New regio/chemoselective synthesis of hydrogenated imidazo[1,5-b]pyridazines
T2 - Mendeleev Communications
AU - Vandyshev, Dmitriy Yurievich
AU - Shikhaliev, Khidmet Sapharovich
AU - Krysin, Mikhail Yur'evich
AU - Ilyinova, Tatiana Nikolaevna
AU - Mangusheva, Daria A
AU - Sidorenko, Oleg Evgen'evich
AU - Iminova, Renata Rustamovna
PY - 2022
DA - 2022/09/05
PB - Mendeleev Communications
SP - 637-639
IS - 5
VL - 32
ER -
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@article{2022_Vandyshev,
author = {Dmitriy Yurievich Vandyshev and Khidmet Sapharovich Shikhaliev and Mikhail Yur'evich Krysin and Tatiana Nikolaevna Ilyinova and Daria A Mangusheva and Oleg Evgen'evich Sidorenko and Renata Rustamovna Iminova},
title = {New regio/chemoselective synthesis of hydrogenated imidazo[1,5-b]pyridazines},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.023},
number = {5},
pages = {637--639},
doi = {10.1016/j.mencom.2022.09.023}
}
MLA
Cite this
MLA Copy
Vandyshev, Dmitriy Yurievich, et al. “New regio/chemoselective synthesis of hydrogenated imidazo[1,5-b]pyridazines.” Mendeleev Communications, vol. 32, no. 5, Sep. 2022, pp. 637-639. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.023.

Keywords

1,2-diamino-4-phenylimidazole
arylidenecyanoacetates
cascade processes
diastereomers
imidazo[1,5-b]pyridazines
quantum chemical calculations
regioselectivity

Abstract

The cascade heterocyclization of 1,2-diamino-4-phenyl-imidazole with ethyl 2-arylidene-2-cyanoacetates affords 1,2,3,4-tetrahydroimidazo[1,5-b]pyridazine-3-carbonitrile derivatives as mixtures of diastereomers. The experimental data and quantum chemical calculations were used to propose processes. The three-component processing with above-mentioned diamine, ethyl cyanoacetate and aromatic aldehydes leads to the same products in generally lower yields.

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