2-Bromopyridines as Versatile Synthons for Heteroarylated 2-Pyridones via Ru(II)-Mediated Domino C–O/C–N/C–C Bond Formation Reactions
A novel methodology for the synthesis of 2-pyridones bearing a 2-pyridyl group on nitrogen and carbon atoms, starting from 2-bromopyridines, was developed employing a simple Ru(II)-KOPiv-Na<sub>2</sub>CO<sub>3</sub> catalytic system. Unsubstituted 2-bromopyridine was successfully converted to the penta-heteroarylated 2-pyridone product using this method. Preliminary mechanistic studies revealed a possible synthetic pathway leading to the multi-heteroarylated 2-pyridone products, involving consecutive oxygen incorporation, a Buchwald-Hartwig-type reaction, and C-H bond activation.
Authors
- Franc Požgan (ORCID: https://orcid.org/0000-0001-6040-294X)
- Miha Drev (ORCID: https://orcid.org/0000-0002-8110-9248)
- Franc Perdih (ORCID: https://orcid.org/0000-0002-8416-7291)
- Uroš Grošelj (ORCID: https://orcid.org/0000-0002-5186-9879)
- Bogdan Štefane (ORCID: https://orcid.org/0000-0002-8709-9853)
- Helena Brodnik (ORCID: https://orcid.org/0000-0002-0099-2236)
- Jurij Svete (ORCID: https://orcid.org/0000-0003-3339-3595)
Institutions
- University of Ljubljana (SI)
Publication Details
- Journal
- Molecules
- Published
- 2024-09-17
- DOI
- https://doi.org/10.3390/molecules29184418
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Javna Agencija za Raziskovalno Dejavnost RS