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Synthesis 2021; 53(13): 2253-2259
DOI: 10.1055/a-1348-4311
DOI: 10.1055/a-1348-4311
paper
Synthesis of Substituted β-Styrylmalonates by Sequential Isomerization of 2-Arylcyclopropane-1,1-dicarboxylates and (2-Arylethylidene)malonates
This work was supported by the Russian Science Foundation (grant No. 19-73-00258).
Abstract
A method has been developed for the synthesis of substituted β-styrylmalonates by conversion of 2-arylcyclopropane-1,1-dicarboxylates (ACDCs) in the presence of gallium trichloride into the corresponding 1,2-zwitterionic intermediates or (2-arylethylidene)malonates, followed by treatment with pyridine at room temperature leading to an isomerization of the emerging double bond. This method allows one to expand these reactions to include ACDCs with acceptor substituents at the aromatic ring.
Key words
donor-acceptor cyclopropanes - (2-arylethylidene)malonates - β-styrylmalonates - gallium trichloride - isomerizationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1348-4311.
- Supporting Information
Publikationsverlauf
Eingereicht: 06. Dezember 2020
Angenommen nach Revision: 08. Januar 2021
Accepted Manuscript online:
08. Januar 2021
Artikel online veröffentlicht:
22. Februar 2021
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