Heterogeneously Catalyzed Cascade Oxidative Coupling/Dearomative Spirocyclization of Diarylamines: Facile Access to Spiroacridines
Abstract Spirocyclic compounds, particularly spirocyclohexadienones, are important in pharmaceuticals due to their biological activity. In this study, we develop a catalytic cascade oxidative spirocyclization of diarylamines for the rapid access to highly functionalized spirocyclohexadienones. Using commercially available recyclable heterogeneous metal catalysts, cascade process via oxidative coupling and dearomative spiroannulation proceeds efficiently under mild aerobic conditions, providing spirocyclohexadienones fused with an acridine skeleton in good‐to‐excellent yields. This method provides efficient and rapid access to nitrogen‐containing fused spiro compounds in a highly atom‐economical and environmentally friendly manner.
Authors
- Tsukasa Hirokane (ORCID: https://orcid.org/0000-0001-5727-1731)
- Naho Sato (ORCID: https://orcid.org/0000-0002-0255-8820)
- Masahiro Yoshida (ORCID: https://orcid.org/0000-0002-5595-0180)
- Yasuko Okamoto (ORCID: https://orcid.org/0000-0001-6802-2992)
- Touya Kariya
- Yoshinori Kobayashi (ORCID: https://orcid.org/0000-0002-6034-2374)
- Kenichi Date
- Kenji Matsumoto (ORCID: https://orcid.org/0000-0002-0294-7092)
Institutions
- Kagoshima University (JP)
- Tokushima Bunri University (JP)
Publication Details
- Journal
- Advanced Synthesis & Catalysis
- Published
- 2025-03-12
- DOI
- https://doi.org/10.1002/adsc.202500107
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Sankei Science Scholarship Foundation
- Ministry of Education, Culture, Sports, Science and Technology
- Iwatani Naoji Foundation