Solid-Phase Synthesis of Diverse Macrocycles by Regiospecific 2-Pyridone Formation: Scope and Applications
This study introduces a novel solid-phase macrocyclization method generating 2-pyridone rings. This method relies on the intramolecular condensation between secondary and tertiary dimethoxy-propionic amide units. This selective reaction leads to the formation of a single well-defined regioisomer. The method demonstrates remarkable efficiency in producing diverse peptidic and nonpeptidic bioactive targets, paving the way for the development of innovative macrocycle libraries featuring the 2-pyridone unit.
Authors
- Thomas Kodadek (ORCID: https://orcid.org/0000-0003-1930-4795)
- Skander Abboud (ORCID: https://orcid.org/0000-0003-1134-0759)
Institutions
- Scripps (United States) (US)
Publication Details
- Journal
- JACS Au
- Published
- 2024-08-12
- DOI
- https://doi.org/10.1021/jacsau.4c00352
- Citations
- 3
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 0.70
Funders
- National Cancer Institute