Work

AlCl3-Mediated Arylation of Dimethyl 2-Arylcyclopropane-1,1dicarboxylates with Benzene: A Facile Approach to Dimethyl 2-(2-Aryl-2-phenylethyl)malonates

Year: 2026

Type: preprint

Abstract: It was found that the reaction of dimethyl 2-arylcyclopropane-1,1-dicarboxylates with benzene in the presence of two equivalents of AlCl3 at room temperature (23 o C) for 1 h leads to the selective opening of the three-membered ring with the formation of dimethyl 2-(2-aryl-2-phenylethyl)malonates in high yields (89-94%). The developed method demonstrates high tolerance toward both electron-donating (4-Me) and electron-withdrawing (4-Cl) substituents on the aryl ring of the starting cyclopropane, providing a simple and effective route to the synthesis of substituted malonates.

Source: ChemRxiv

DOI: 10.26434/chemrxiv.15008078/v1

Authors: Aidar B. Yulbarisov, Tat’yana P. Zosim, Rita N. Kadikova, Ilfir R. Ramazanov

Institutions: Russian Academy of Sciences, Institute of Catalysis and Petrochemistry

Language: English

Topic: Cyclopropane Reaction Mechanisms

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: Russian Science Foundation

OpenAlex ID: W7204856234

Cites: 1

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Related to: 10