Transition Metal-Free γ-C(sp<sup>3</sup>)–H Functionalization of Enaminones for Methylene 1,2-Dihydropyridine Synthesis and Application in Fused Tricyclic Pyrido[1,2-<i>a</i>]indole Construction
The annulation reaction of β-methyl enaminones with alkynones leading to the synthesis of methylene-functionalized 1,2-dihydropyridines (1,2-DHPs) has been realized. In the presence of only Cs<sub>2</sub>CO<sub>3</sub>, 1,2-DHPs have been synthesized with a broad scope and generally high efficiency via the novel transformation of the γ-C(sp<sup>3</sup>)-H bond in enaminones. In addition, the application of the method has been demonstrated by the one-step transformation of the 1,2-DHP products into fused tricyclic scaffolds featuring an indole-pyridine hybrid via dual C-H activation.
Authors
- Yu Han (ORCID: https://orcid.org/0000-0003-0502-6245)
- Fuchun Yang (ORCID: https://orcid.org/0000-0002-5734-327X)
- Jie‐Ping Wan (ORCID: https://orcid.org/0000-0002-9367-8384)
- Minghui Liu (ORCID: https://orcid.org/0000-0002-1803-2452)
- Chengyu Wang (ORCID: https://orcid.org/0000-0002-9189-1069)
- Feng Feng (ORCID: https://orcid.org/0000-0002-0063-2724)
- Yuan Qu (ORCID: https://orcid.org/0000-0001-8423-3976)
Institutions
- Linyi University (CN)
- Nanjing Forestry University (CN)
- Jiangxi Normal University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-09-03
- DOI
- https://doi.org/10.1021/acs.orglett.5c03269
- Citations
- 1
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Shandong Province