Palladium-Catalyzed Tandem Reaction of β-Ketonitriles with Arylboronic Acids and Dimethyl Sulfoxide: Application to Multicomponent Synthesis of Poly-Substituted Pyridines
The Pd-catalyzed multicomponent tandem reaction of β-ketonitriles, arylboronic acids and DMSO was efficiently developed, enabling access to a variety of poly substituted pyridines. The protocol shows excellent chemoselectivity, generating nicotinonitriles or symmetrical tetrasubstituted pyridines under different conditions by tandem cyclization of enaminone intermediates with β-ketonitriles or enolates, respectively, and does not require extra ammonias. This method boasts notable advantages, such as the use of commercially available or easily prepared substrates, simple conditions, a broad substrate scope, and good functional group tolerance.
Authors
- Weiping Han (ORCID: https://orcid.org/0000-0002-5023-2104)
- Miaochang Liu (ORCID: https://orcid.org/0000-0002-4603-3022)
- Honggui Zhou
- Jiuxi Chen (ORCID: https://orcid.org/0000-0001-6666-9813)
- Min Liu (ORCID: https://orcid.org/0000-0002-9007-4817)
- Yifei Li (ORCID: https://orcid.org/0000-0002-3167-7175)
- Ge Zeng
- Renhao Li (ORCID: https://orcid.org/0000-0003-2451-2142)
- Shi-Yan Wang
Institutions
- Wenzhou University (CN)
- Wenzhou Medical University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-01-09
- DOI
- https://doi.org/10.1021/acs.joc.4c02778
- Citations
- 6
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 5.62
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Zhejiang Province