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Reactions of β-styrylmalonates with aromatic aldehydes: the development of a catalytic version using gallium trichloride

Anastasia A. Levina 1
Anastasia A. Levina
, 
Denis Dmitrievich Borisov 1
Denis Dmitrievich Borisov
, 
Maxim Alexandrovich Novikov 1
Maxim Alexandrovich Novikov
, 
Maxim Andreevich Shmelev 2
Maxim Andreevich Shmelev
, 
Roman Aleksandrovich Novikov 1
Roman Aleksandrovich Novikov
, 
10.71267/mencom.7594
Published 2025-03-31
Communication , Volume 35, Issue 3, 261-263
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Levina A. A. et al. Reactions of β-styrylmalonates with aromatic aldehydes: the development of a catalytic version using gallium trichloride // Mendeleev Communications. 2025. Vol. 35. No. 3. pp. 261-263.
GOST all authors (up to 50) Copy
Levina A. A., Borisov D. D., Novikov M. A., Shmelev M. A., Novikov R. A., Tomilov Y. V. Reactions of β-styrylmalonates with aromatic aldehydes: the development of a catalytic version using gallium trichloride // Mendeleev Communications. 2025. Vol. 35. No. 3. pp. 261-263.
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TY - JOUR
DO - 10.71267/mencom.7594
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7594
TI - Reactions of β-styrylmalonates with aromatic aldehydes: the development of a catalytic version using gallium trichloride
T2 - Mendeleev Communications
AU - Levina, Anastasia A.
AU - Borisov, Denis Dmitrievich
AU - Novikov, Maxim Alexandrovich
AU - Shmelev, Maxim Andreevich
AU - Novikov, Roman Aleksandrovich
AU - Tomilov, Yury Vasil'evich
PY - 2025
DA - 2025/03/31
PB - Mendeleev Communications
SP - 261-263
IS - 3
VL - 35
ER -
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@article{2025_Levina,
author = {Anastasia A. Levina and Denis Dmitrievich Borisov and Maxim Alexandrovich Novikov and Maxim Andreevich Shmelev and Roman Aleksandrovich Novikov and Yury Vasil'evich Tomilov},
title = {Reactions of β-styrylmalonates with aromatic aldehydes: the development of a catalytic version using gallium trichloride},
journal = {Mendeleev Communications},
year = {2025},
volume = {35},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7594},
number = {3},
pages = {261--263},
doi = {10.71267/mencom.7594}
}
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Levina, Anastasia A., et al. “Reactions of β-styrylmalonates with aromatic aldehydes: the development of a catalytic version using gallium trichloride.” Mendeleev Communications, vol. 35, no. 3, Mar. 2025, pp. 261-263. https://mendcomm.colab.ws/publications/10.71267/mencom.7594.

Keywords

aromatic aldehydes
gallium trichloride
inden-1-ylmalonates
silver tetrafluoroborate.
styrylmalonates

Abstract

A catalytic system based on gallium trichloride and silver tetrafluoroborate was successfully tested in the [2 + 3]-annulation reaction of β-styrylmalonates with aromatic aldehydes leading to 2-arylinden-1-ylmalonates. This allows to reduce the amount of gallium compound and to halve the amount of aldehyde used while maintaining the optimal yields of the resulting indenylmalonates previously achieved using 2 equiv. of GaCl3 and 4-6 equiv. of aldehyde. Under these conditions, aldehydes previously non-reactive were also involved into the transformation.

Funders

Russian Science Foundation
22-73-10232

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