La(OTf)<sub>3</sub>-Catalyzed Benzannulation of 2-Arylidene-1<i>H</i>-indene-1,3(2<i>H</i>)-diones with Enamino Esters: Direct Access to Functionalized Fluorenone Derivatives
An attractive method for the preparation of functional fluorenone derivatives has been developed via La(OTf)<sub>3</sub>-catalyzed benzannulation of 2-arylidene-1<i>H</i>-indene-1,3(2<i>H</i>)-diones with enamino esters. The reaction involves Michael addition, intramolecular cyclization, dehydration, and aromatization in a one-step process and affords a wide range of functional fluorenone derivatives in moderate to good yields. Moreover, this protocol provides several advantages, including broad substrate scope, readily available materials, high atom economy, and applicability for large-scale synthesis.
Authors
- Xianfu Shen (ORCID: https://orcid.org/0000-0001-5140-8143)
- Suyue Duan
- Liping Chang
- Xuequan Wang (ORCID: https://orcid.org/0000-0001-8880-7412)
- Dan Yue (ORCID: https://orcid.org/0000-0003-3082-1283)
- Mingde Xu
- Changhui Yang
- Chunyan Geng
Institutions
- Qujing Normal University (CN)
- Honghe University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-03-07
- DOI
- https://doi.org/10.1021/acs.joc.4c02369
- Citations
- 2
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.58
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Yunnan Province