Direct Access to 3,4,6-Trisubstituted 2-Pyrones via Carbene Catalysis
An <i>N</i>-heterocyclic carbene-catalyzed [4 + 2] annulation of β,γ-unsaturated α-keto esters and phenylacetate esters was developed for the direct and efficient construction of 2-pyrones. This approach provides a practical synthesis pathway for various 3,4,6-trisubstituted 2-pyrones in moderate to good yields and features broad substrate scope and good functional group tolerance. Moreover, the products can also be readily transformed to naphthalene and acylamide.
Authors
- Ruolan He
- Zhenqian Fu (ORCID: https://orcid.org/0000-0002-3806-6684)
- Hailong Zhang (ORCID: https://orcid.org/0000-0001-6559-3917)
- Haibin Zhu (ORCID: https://orcid.org/0009-0002-1578-5587)
- Xiaoxiang Zhang (ORCID: https://orcid.org/0000-0001-9811-0221)
- Dongping Shi (ORCID: https://orcid.org/0000-0002-2803-358X)
- Weiqi Yang
- Siru Feng
Institutions
- Nanjing Tech University (CN)
- Nanjing Forestry University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-08-20
- DOI
- https://doi.org/10.1021/acs.joc.4c01429
- Citations
- 5
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.25
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Jiangsu Province