E. V. Rozhkov, N. V. Stoletova, A. V. Bachinskiy, M. M. Ilyin, V. I. Maleev, V. A. Larionov, “Asymmetric Friedel–Crafts alkylation of indoles with β-nitrostyrenes catalyzed by a chiral NiII complex based on (S)-(2-aminomethyl)pyrrolidine and 3,5-di-tert-butylsalicylaldehyde”, Mendeleev Commun., 2025, Volume 35, Issue 4,Pages 461

Communications

Asymmetric Friedel–Crafts alkylation of indoles with β-nitrostyrenes catalyzed by a chiral Ni^II complex based on (S)-(2-aminomethyl)pyrrolidine and 3,5-di-tert-butylsalicylaldehyde

E. V. Rozhkov^ab, N. V. Stoletova^a, A. V. Bachinskiy^a, M. M. Ilyin^a, V. I. Maleev^a, V. A. Larionov^a

^a A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119334 Moscow, Russian Federation
^b Higher Chemical College of the Russian Academy of Sciences, D. I. Mendeleev University of Chemical Technology of Russia, 125047 Moscow, Russian Federation

Abstract: μ-(Acetato)nickel(II) complex with Schiff base of (S)-(2-aminomethyl)pyrrolidine and 3,5-di-tert-butyl-2-hydroxybenzaldehyde as the chiral ligand was tested in the asymmetric Friedel–Crafts alkylation of indoles with β-nitrostyrenes. The reactions catalyzed by 5 mol% of the complex provided the corresponding 3-(1-aryl-2-nitroethyl)indoles with up to 98% yields and up to 69% ee values.

Keywords: asymmetric Friedel–Crafts alkylation, indoles, β-nitrostyrenes, chiral nickel(II) complex, Lewis acids.

Received: 02.12.2024
Accepted: 05.02.2025

Language: English

DOI: 10.71267/mencom.7701

	*Supplementary materials:*
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