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Synthesis of Trifluoroacetamidoketones by Acylation of Ferrocene with In Situ Protected Amino Acids

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide The Friedel–Crafts acylation of ferrocene with amino acids carried out under mild conditions (metal-free catalytic system, room temperature, and a short reaction time of 1 h) has been reported. The acylating agent is generated in situ by N-protection of the amino group of the amino acid, followed by formation of mixed anhydride. This one-pot triflic-acid-promoted reaction provides N -trifluoroacetyl-protected amidoketones in good to excellent yields. Moreover, the trifluoroacetyl group can be easily removed or replaced with another protecting group under mild conditions in a one-pot procedure.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.4c02717

Authors: Michał Piotrowicz, Natasza Masłowska, Róża Dziewiątkowska, Anna Makal, Bogna Rudolf

Institutions: University of Łódź, University of Warsaw

Language: English

Topic: Ferrocene Chemistry and Applications

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Narodowe Centrum Nauki, Uniwersytet Łódzki