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Surprising outcome of the propargylation of isomeric 2-(pyridinyl)pyrroles: revealing the reasons

Victoria Sergeevna Shcherbakova 1
Victoria Sergeevna Shcherbakova
,  , 
Andrei Valer'evich Afonin 1
Andrei Valer'evich Afonin
, 
Daniil A Makarenko 1
Daniil A Makarenko
, 
10.71267/mencom.8031
Published 23 September 2026
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Shcherbakova V. S. et al. Surprising outcome of the propargylation of isomeric 2-(pyridinyl)pyrroles: revealing the reasons // Mendeleev Communications. 2026.
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Shcherbakova V. S., Kuzmin A. V., Afonin A. V., Makarenko D. A., Ivanov A. V. Surprising outcome of the propargylation of isomeric 2-(pyridinyl)pyrroles: revealing the reasons // Mendeleev Communications. 2026.
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TY - JOUR
DO - 10.71267/mencom.8031
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.8031
TI - Surprising outcome of the propargylation of isomeric 2-(pyridinyl)pyrroles: revealing the reasons
T2 - Mendeleev Communications
AU - Shcherbakova, Victoria Sergeevna
AU - Kuzmin, Anton Vasilievich
AU - Afonin, Andrei Valer'evich
AU - Makarenko, Daniil A
AU - Ivanov, Andrey Viktorovich
PY - 2026
DA - 2026/09/23
PB - Mendeleev Communications
ER -
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@article{2026_Shcherbakova,
author = {Victoria Sergeevna Shcherbakova and Anton Vasilievich Kuzmin and Andrei Valer'evich Afonin and Daniil A Makarenko and Andrey Viktorovich Ivanov},
title = {Surprising outcome of the propargylation of isomeric 2-(pyridinyl)pyrroles: revealing the reasons},
journal = {Mendeleev Communications},
year = {2026},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.8031},
doi = {10.71267/mencom.8031}
}
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Keywords

N-allenyl-2-(pyridinyl)pyrroles
N-propargyl-2-(pyridin-2-yl)pyrrole
propargyl chloride
superbasic medium

Abstract

Reactions of 2-(pyridin-3-yl)- and 2-(pyridin-4-yl)pyrroles with propargyl chloride yielded the expected N-allenyl derivatives. At the same time, propargylation of isomeric 2-(pyridin-2-yl)pyrrole afforded an unexpected N-propargyl derivative. The surprising outcome of the reaction was analyzed.

Funders

Ministry of Education and Science of the Russian Federation
125020401307-9

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