Access to 2,3-Dihydropyridines Involving Cyano Transformation Relay through Gold Catalysis Assisted by a Lewis Acid
A gold(I)-catalyzed cyclization of enynone-nitriles with amines to 2,3-DHPs assisted by La(OTf)<sub>3</sub> has been developed. The compatibility with abundant nucleophiles, high functional group tolerance, rapid assembly of molecular complexity, and late-stage functionalization of bioactive substances make this approach attractive for the construction of 2,3-DHPs, which have rarely been synthesized in the literature. The reaction proceeds via cascade cyclization involving gold/Lewis acid cooperative activation of the alkene and the cyano moiety.
Authors
- Yuanhong Liu (ORCID: https://orcid.org/0000-0003-1153-5695)
- Ali Wang (ORCID: https://orcid.org/0000-0002-8875-3335)
- Qiuyu Meng (ORCID: https://orcid.org/0000-0002-0621-6414)
- Mingduo Lu
Institutions
- Chinese Academy of Sciences (CN)
- Zhengzhou University (CN)
- Shanghai Institute of Organic Chemistry (CN)
- University of Chinese Academy of Sciences (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-12-10
- DOI
- https://doi.org/10.1021/acs.orglett.4c03716
- Citations
- 2
- Primary Topic
- Catalytic Alkyne Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.50
Funders
- National Natural Science Foundation of China
- Chinese Academy of Sciences
- National Key Research and Development Program of China