Pd/Tl Bimetal-Catalyzed C3(5)–H Activation of Pyridine Derivatives Enables Access to Pyridine-Fused Benzophospholes and Their Transformation into Seven-Membered Phosphepines
A Pd/Tl bimetallic catalytic system for the efficient synthesis of pyridine-fused benzophosphole oxides via a C-H functionalization strategy has been developed. The synergistic action of the palladium catalyst and Tl(OCOCF<sub>3</sub>)<sub>3</sub> enables C3(5)-H activation and intramolecular dehydrogenative coupling of 4-(diphenylphosphinoyl) pyridines, affording a series of pyridine-fused benzophosphole oxides in up to 98% yield. Remarkably, further transformations of these pyridine-fused benzophosphole oxides into seven-membered phosphepine oxides were realized via Ni/Al bimetallic catalytic system.
Authors
- Masafumi Ueda (ORCID: https://orcid.org/0000-0002-8003-2971)
- Yoshimitsu Hashimoto (ORCID: https://orcid.org/0000-0002-2868-901X)
- Osamu Tamura (ORCID: https://orcid.org/0000-0002-5415-8378)
- Takahiro Yamada (ORCID: https://orcid.org/0000-0002-1196-2737)
- Norihiko Takeda (ORCID: https://orcid.org/0000-0003-2330-0201)
- Nobuyoshi Morita
- Tatsuya Sakaguchi
Institutions
- Kobe Pharmaceutical University (JP)
- Showa Pharmaceutical University (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-01-22
- DOI
- https://doi.org/10.1021/acs.orglett.5c05316
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00