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Copper(I) halide-promoted formation of 3-acyl-5-halopyridine moiety from NH-2-(2-acylethynyl)pyrroles and propargylamine

,  , 
Denis Nikolaevich Tomilin 1
Denis Nikolaevich Tomilin
, 
Marina Victorovna Markova 1
Marina Victorovna Markova
, 
Igor Alekseevich Ushakov 1
Igor Alekseevich Ushakov
, 
Boris Aleksandrovich Trofimov 1
Boris Aleksandrovich Trofimov
10.1016/j.mencom.2019.05.003
Published 2019-04-26
Communication , Volume 29, Issue 3, 252-253
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Sagitova E. F. et al. Copper(I) halide-promoted formation of 3-acyl-5-halopyridine moiety from NH-2-(2-acylethynyl)pyrroles and propargylamine // Mendeleev Communications. 2019. Vol. 29. No. 3. pp. 252-253.
GOST all authors (up to 50) Copy
Sagitova E. F., Sobenina L. N., Tomilin D. N., Markova M. V., Ushakov I. A., Trofimov B. A. Copper(I) halide-promoted formation of 3-acyl-5-halopyridine moiety from NH-2-(2-acylethynyl)pyrroles and propargylamine // Mendeleev Communications. 2019. Vol. 29. No. 3. pp. 252-253.
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TY - JOUR
DO - 10.1016/j.mencom.2019.05.003
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.05.003
TI - Copper(I) halide-promoted formation of 3-acyl-5-halopyridine moiety from NH-2-(2-acylethynyl)pyrroles and propargylamine
T2 - Mendeleev Communications
AU - Sagitova, Elena Faritovna
AU - Sobenina, Lyubov Nikolaevna
AU - Tomilin, Denis Nikolaevich
AU - Markova, Marina Victorovna
AU - Ushakov, Igor Alekseevich
AU - Trofimov, Boris Aleksandrovich
PY - 2019
DA - 2019/04/26
PB - Mendeleev Communications
SP - 252-253
IS - 3
VL - 29
ER -
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@article{2019_Sagitova,
author = {Elena Faritovna Sagitova and Lyubov Nikolaevna Sobenina and Denis Nikolaevich Tomilin and Marina Victorovna Markova and Igor Alekseevich Ushakov and Boris Aleksandrovich Trofimov},
title = {Copper(I) halide-promoted formation of 3-acyl-5-halopyridine moiety from NH-2-(2-acylethynyl)pyrroles and propargylamine},
journal = {Mendeleev Communications},
year = {2019},
volume = {29},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.05.003},
number = {3},
pages = {252--253},
doi = {10.1016/j.mencom.2019.05.003}
}
MLA
Cite this
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Sagitova, Elena Faritovna, et al. “Copper(I) halide-promoted formation of 3-acyl-5-halopyridine moiety from NH-2-(2-acylethynyl)pyrroles and propargylamine.” Mendeleev Communications, vol. 29, no. 3, Apr. 2019, pp. 252-253. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.05.003.

Abstract

Available NH-2-acylethynylpyrroles undergo annulation/aromatization with propargylamine in the presence of 1 equiv. of CuHal (Hal=Cl, Br, I) at 60–65°C to afford 3-acyl-2-(pyrrol-2-yl)pyridines and their 5-halo analogues in 28–61 and 5–14% yields, respectively. The latter are assumed to be resulted from halohydrogenation of the intermediate Cu-pyrrolylpropargyl amino enones.

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