volume 54 issue 04 pages 1134-1144

Functionalized Bipyrroles and Pyrrolyl-Aminopyrones from Acylethynylpyrroles and Diethyl Aminomalonate

Boris A. Trofimov 1
Maxim D Gotsko 1
Ivan V Saliy 1
Lyubov N. Sobenina 1
Igor A. Ushakov 1
Victoriya V Kireeva 2
2
 
Biomedical Research and Technology Department of the Irkutsk Scientific Center of the Russian Academy of Sciences
Publication typeJournal Article
Publication date2021-10-28
scimago Q2
wos Q2
SJR0.559
CiteScore4.6
Impact factor2.3
ISSN00397881, 1437210X
Catalysis
Organic Chemistry
Abstract

An efficient method for the synthesis of 1H,1′H-2,3′-bi­pyrroles (up to 72% yield) by the cyclocondensation of easily available 2-(acylethynyl)pyrroles with diethyl aminomalonate hydrochloride has been developed. The reaction proceeds under reflux in MeCN (6 h) in the presence of Cs2CO3. Under the same conditions, 2-(acylethynyl)pyrroles with bulky (benzyl and octyl) substituents at nitrogen atom react with diethyl aminomalonate to afford 1H,2′H-2,3′-bipyrroles and pyrrolyl-aminopyrones.

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Trofimov B. A. et al. Functionalized Bipyrroles and Pyrrolyl-Aminopyrones from Acylethynylpyrroles and Diethyl Aminomalonate // Synthesis. 2021. Vol. 54. No. 04. pp. 1134-1144.
GOST all authors (up to 50) Copy
Trofimov B. A., Gotsko M. D., Saliy I. V., Sobenina L. N., Ushakov I. A., Kireeva V. V. Functionalized Bipyrroles and Pyrrolyl-Aminopyrones from Acylethynylpyrroles and Diethyl Aminomalonate // Synthesis. 2021. Vol. 54. No. 04. pp. 1134-1144.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1055/a-1681-4164
UR - https://doi.org/10.1055/a-1681-4164
TI - Functionalized Bipyrroles and Pyrrolyl-Aminopyrones from Acylethynylpyrroles and Diethyl Aminomalonate
T2 - Synthesis
AU - Trofimov, Boris A.
AU - Gotsko, Maxim D
AU - Saliy, Ivan V
AU - Sobenina, Lyubov N.
AU - Ushakov, Igor A.
AU - Kireeva, Victoriya V
PY - 2021
DA - 2021/10/28
PB - Georg Thieme Verlag KG
SP - 1134-1144
IS - 04
VL - 54
SN - 0039-7881
SN - 1437-210X
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Trofimov,
author = {Boris A. Trofimov and Maxim D Gotsko and Ivan V Saliy and Lyubov N. Sobenina and Igor A. Ushakov and Victoriya V Kireeva},
title = {Functionalized Bipyrroles and Pyrrolyl-Aminopyrones from Acylethynylpyrroles and Diethyl Aminomalonate},
journal = {Synthesis},
year = {2021},
volume = {54},
publisher = {Georg Thieme Verlag KG},
month = {oct},
url = {https://doi.org/10.1055/a-1681-4164},
number = {04},
pages = {1134--1144},
doi = {10.1055/a-1681-4164}
}
MLA
Cite this
MLA Copy
Trofimov, Boris A., et al. “Functionalized Bipyrroles and Pyrrolyl-Aminopyrones from Acylethynylpyrroles and Diethyl Aminomalonate.” Synthesis, vol. 54, no. 04, Oct. 2021, pp. 1134-1144. https://doi.org/10.1055/a-1681-4164.