E. A. Lysenko, K. F. Suzdalev, A. V. Krachkovskaya, P. A. Galenko-Yaroshevsky, A. V. Uvarov, “Non-catalytic alkylation of the 2-positioned methyl group in 3-acyl-2-methylindoles”, Mendeleev Commun., 2025, Volume 35, Issue 1,Pages <nobr>105

Communications

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

E. A. Lysenko^a, K. F. Suzdalev^a, A. V. Krachkovskaya^a, P. A. Galenko-Yaroshevsky^b, A. V. Uvarov^b

^a Department of Chemistry, Southern Federal University, 344090 Rostov-on-Don, Russian Federation
^b Kuban State Medical University, 350063 Krasnodar, Russian Federation

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%.

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

Received: 24.06.2024
Accepted: 12.08.2024

Language: English

DOI: 10.71267/mencom.7551

	*Supplementary materials:*
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