Home / Publications / 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

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

Evgeniy Vadimovich Rozhkov 1, 2
Evgeniy Vadimovich Rozhkov
, 
Nadezhda Vladimirovna Stoletova 1
Nadezhda Vladimirovna Stoletova
, 
Alexander Vital'evich Bachinskiy 1
Alexander Vital'evich Bachinskiy
, 
Mikhail Mikhailovich, Jr Ilyin 1
Mikhail Mikhailovich, Jr Ilyin
,  , 
Vladimir Anatol'evich Larionov 1
Vladimir Anatol'evich Larionov
2 Higher Chemical College of the Russian Academy of Sciences, D. I. Mendeleev University of Chemical Technology of Russia, 125047 Moscow, Russian Federation
10.71267/mencom.7701
Published 2025-05-21
Communication , Volume 35, Issue 4, 461-463
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Rozhkov E. V. et al. 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 Communications. 2025. Vol. 35. No. 4. pp. 461-463.
GOST all authors (up to 50) Copy
Rozhkov E. V., Stoletova N. V., Bachinskiy A. V., Ilyin M. M. J., Maleev V. I., Larionov V. A. 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 Communications. 2025. Vol. 35. No. 4. pp. 461-463.
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TY - JOUR
DO - 10.71267/mencom.7701
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7701
TI - 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
T2 - Mendeleev Communications
AU - Rozhkov, Evgeniy Vadimovich
AU - Stoletova, Nadezhda Vladimirovna
AU - Bachinskiy, Alexander Vital'evich
AU - Ilyin, Mikhail Mikhailovich, Jr
AU - Maleev, Victor Ivanovich
AU - Larionov, Vladimir Anatol'evich
PY - 2025
DA - 2025/05/21
PB - Mendeleev Communications
SP - 461-463
IS - 4
VL - 35
ER -
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@article{2025_Rozhkov,
author = {Evgeniy Vadimovich Rozhkov and Nadezhda Vladimirovna Stoletova and Alexander Vital'evich Bachinskiy and Mikhail Mikhailovich, Jr Ilyin and Victor Ivanovich Maleev and Vladimir Anatol'evich Larionov},
title = {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},
journal = {Mendeleev Communications},
year = {2025},
volume = {35},
publisher = {Mendeleev Communications},
month = {May},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7701},
number = {4},
pages = {461--463},
doi = {10.71267/mencom.7701}
}
MLA
Cite this
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Rozhkov, Evgeniy Vadimovich, et al. “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 Communications, vol. 35, no. 4, May. 2025, pp. 461-463. https://mendcomm.colab.ws/publications/10.71267/mencom.7701.

Keywords

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

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.

Funders

Russian Science Foundation
20-13-00155

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