Reactions of β-styrylmalonates with aromatic aldehydes: the development of a catalytic version using gallium trichloride
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 GaCl<sub>3</sub> and 4-6 equiv. of aldehyde. Under these conditions, aldehydes previously non-reactive were also involved into the transformation.
Authors
- Maxim Andreevich Shmelev (ORCID: https://orcid.org/0000-0002-7345-6856)
- Maxim Alexandrovich Novikov (ORCID: https://orcid.org/0000-0002-7259-494X)
- Роман А. Новиков (ORCID: https://orcid.org/0000-0002-3740-7424)
- Anastasia A. Levina (ORCID: https://orcid.org/0000-0001-9450-4442)
- Yury Vasil'evich Tomilov (ORCID: https://orcid.org/0000-0002-3433-7571)
- Denis D. Borisov (ORCID: https://orcid.org/0000-0002-1245-9631)
Institutions
- N.D. Zelinsky Institute of Organic Chemistry (RU)
- NS Kurnakova Institute of General and Inorganic Chemistry (RU)
Publication Details
- Journal
- Mendeleev Communications
- Published
- 2025-01-01
- DOI
- https://doi.org/10.71267/mencom.7594
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Russian Science Foundation