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Non-catalytic alkylation of the 2-positioned methyl group in 3-acyl-2-methylindoles

Ekaterina Alekseevna Lysenko 1
Ekaterina Alekseevna Lysenko
, 
Konstantin F Suzdalev 1
Konstantin F Suzdalev
, 
Alina Victorovna Krachkovskaya 1
Alina Victorovna Krachkovskaya
, 
Pavel A Galenko-Yaroshevsky 2
Pavel A Galenko-Yaroshevsky
, 
Aleksandr V Uvarov 2
Aleksandr V Uvarov
1 Department of Chemistry, Southern Federal University, 344090 Rostov-on-Don, Russian Federation
2 Kuban State Medical University, 350063 Krasnodar, Russian Federation
10.71267/mencom.7551
Published 2025-01-24
Communication , Volume 35, Issue 1, 105-107
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Lysenko E. A. et al. Non-catalytic alkylation of the 2-positioned methyl group in 3-acyl-2-methylindoles // Mendeleev Communications. 2025. Vol. 35. No. 1. pp. 105-107.
GOST all authors (up to 50) Copy
Lysenko E. A., Suzdalev K. F., Krachkovskaya A. V., Galenko-Yaroshevsky P. A., Uvarov A. V. Non-catalytic alkylation of the 2-positioned methyl group in 3-acyl-2-methylindoles // Mendeleev Communications. 2025. Vol. 35. No. 1. pp. 105-107.
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TY - JOUR
DO - 10.71267/mencom.7551
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7551
TI - Non-catalytic alkylation of the 2-positioned methyl group in 3-acyl-2-methylindoles
T2 - Mendeleev Communications
AU - Lysenko, Ekaterina Alekseevna
AU - Suzdalev, Konstantin F
AU - Krachkovskaya, Alina Victorovna
AU - Galenko-Yaroshevsky, Pavel A
AU - Uvarov, Aleksandr V
PY - 2025
DA - 2025/01/24
PB - Mendeleev Communications
SP - 105-107
IS - 1
VL - 35
ER -
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@article{2025_Lysenko,
author = {Ekaterina Alekseevna Lysenko and Konstantin F Suzdalev and Alina Victorovna Krachkovskaya and Pavel A Galenko-Yaroshevsky and Aleksandr V Uvarov},
title = {Non-catalytic alkylation of the 2-positioned methyl group in 3-acyl-2-methylindoles},
journal = {Mendeleev Communications},
year = {2025},
volume = {35},
publisher = {Mendeleev Communications},
month = {Jan},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7551},
number = {1},
pages = {105--107},
doi = {10.71267/mencom.7551}
}
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Lysenko, Ekaterina Alekseevna, et al. “Non-catalytic alkylation of the 2-positioned methyl group in 3-acyl-2-methylindoles.” Mendeleev Communications, vol. 35, no. 1, Jan. 2025, pp. 105-107. https://mendcomm.colab.ws/publications/10.71267/mencom.7551.

Keywords

3-acyl-2-methylindoles
alkylation
CH-acids
indole
lithium butadienolate.
lithium diisopropylamide

Abstract

Non-catalytic alkylation of 3-acyl-2-methylindoles upon the deprotonation with lithium diisopropylamide occurs at the 2-positioned methyl group. With the use of methyl iodide (dimethyl sulfate) or benzyl chloride, the reaction affords 3-acyl-2-ethylindoles or 3-acyl-2-(2-phenylethyl)indoles, respectively, with isolated yields up to 90%.

Funders

Russian Science Foundation
23-23-00362

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