Synthesis of Trifluoroacetamidoketones by Acylation of Ferrocene with In Situ Protected Amino Acids
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 <i>N</i>-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.
Authors
- Anna Makal (ORCID: https://orcid.org/0000-0001-9357-2670)
- Michał Piotrowicz (ORCID: https://orcid.org/0000-0001-7214-858X)
- Bogna Rudolf (ORCID: https://orcid.org/0000-0003-0319-0535)
- Róża Dziewiątkowska (ORCID: https://orcid.org/0009-0004-9325-9843)
- Natasza Masłowska
Institutions
- University of Łódź (PL)
- University of Warsaw (PL)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-02-18
- DOI
- https://doi.org/10.1021/acs.joc.4c02717
- Citations
- 2
- Primary Topic
- Ferrocene Chemistry and Applications
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- Narodowe Centrum Nauki
- Uniwersytet Łódzki