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Regioselective synthesis of novel imidazo[1,5-b]pyridazine derivatives from diaminoimidazoles and α-acylacrylonitriles

Dmitriy Yurievich Vandyshev 1
Dmitriy Yurievich Vandyshev
, 
Evgeniya Andreevna Kosheleva 1
Evgeniya Andreevna Kosheleva
, 
Vladimir Andreevich Polikarchuk 1
Vladimir Andreevich Polikarchuk
, 
Daria A Mangusheva 1
Daria A Mangusheva
, 
Gleb Leonidovich Denisov 2
Gleb Leonidovich Denisov
, 
Khidmet Sapharovich Shikhaliev 1
Khidmet Sapharovich Shikhaliev
10.1016/j.mencom.2021.11.017
Published 2021-11-08
Communication , Volume 31, Issue 6, 821-823
3
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Vandyshev D. Y. et al. Regioselective synthesis of novel imidazo[1,5-b]pyridazine derivatives from diaminoimidazoles and α-acylacrylonitriles // Mendeleev Communications. 2021. Vol. 31. No. 6. pp. 821-823.
GOST all authors (up to 50) Copy
Vandyshev D. Y., Kosheleva E. A., Polikarchuk V. A., Mangusheva D. A., Denisov G. L., Shikhaliev K. S. Regioselective synthesis of novel imidazo[1,5-b]pyridazine derivatives from diaminoimidazoles and α-acylacrylonitriles // Mendeleev Communications. 2021. Vol. 31. No. 6. pp. 821-823.
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TY - JOUR
DO - 10.1016/j.mencom.2021.11.017
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.11.017
TI - Regioselective synthesis of novel imidazo[1,5-b]pyridazine derivatives from diaminoimidazoles and α-acylacrylonitriles
T2 - Mendeleev Communications
AU - Vandyshev, Dmitriy Yurievich
AU - Kosheleva, Evgeniya Andreevna
AU - Polikarchuk, Vladimir Andreevich
AU - Mangusheva, Daria A
AU - Denisov, Gleb Leonidovich
AU - Shikhaliev, Khidmet Sapharovich
PY - 2021
DA - 2021/11/08
PB - Mendeleev Communications
SP - 821-823
IS - 6
VL - 31
ER -
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@article{2021_Vandyshev,
author = {Dmitriy Yurievich Vandyshev and Evgeniya Andreevna Kosheleva and Vladimir Andreevich Polikarchuk and Daria A Mangusheva and Gleb Leonidovich Denisov and Khidmet Sapharovich Shikhaliev},
title = {Regioselective synthesis of novel imidazo[1,5-b]pyridazine derivatives from diaminoimidazoles and α-acylacrylonitriles},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.11.017},
number = {6},
pages = {821--823},
doi = {10.1016/j.mencom.2021.11.017}
}
MLA
Cite this
MLA Copy
Vandyshev, Dmitriy Yurievich, et al. “Regioselective synthesis of novel imidazo[1,5-b]pyridazine derivatives from diaminoimidazoles and α-acylacrylonitriles.” Mendeleev Communications, vol. 31, no. 6, Nov. 2021, pp. 821-823. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.11.017.

Keywords

1,2-diamino-4H-phenylimidazole
imidazo[1,5-b]pyridazine
multicomponent reactions
nitrogen heterocycles
regioselectivity

Abstract

The heterocyclization of 1,2-diamino-4H-phenylimidazole with α-acylacrylonitriles affords cleanly 7-amino-2-R-5- phenylimidazo[1,5-b]pyridazine-3-carbonitriles. The strating α-acylacrylonitriles can be generated in situ from 3-oxo-3-(het)arylpropanenitriles and triethylorthoformate or dimethylformamide dimethyl acetal, and the products can be prepared in one pot.

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