Synthesis of Carborane-Fused Lactones via Electrochemical C( <i>sp</i> <sup>3</sup> )–H Lactonization: Access to Benzofused Lactone Bioisosteres
The replacement of the benzene ring with its bioisosteres is a powerful strategy in drug discovery, yet the development of <i>ortho</i>-disubstituted benzene bioisosteres, particularly fused-ring systems, remains underexplored. Herein, we report an electrooxidative protocol for the synthesis of carborane-fused lactones via C(<i>sp</i><sup>3</sup>)-H lactonization. This protocol provides concise access to carborane-fused γ- and δ-lactone frameworks, which closely mimic the geometric features of benzofused lactones, thereby underscoring their potential as bioisosteres of benzofused lactones.
Authors
- Phil Ho Lee (ORCID: https://orcid.org/0000-0001-8377-1107)
- HyeonMi Cho
- Kyungsup Lee (ORCID: https://orcid.org/0000-0003-1705-4163)
- Hee Chan Noh (ORCID: https://orcid.org/0000-0002-4628-1042)
- Yohan Park (ORCID: https://orcid.org/0000-0002-0787-3344)
- Jee Eun Hong (ORCID: https://orcid.org/0000-0003-2621-7657)
- Euijae Lee (ORCID: https://orcid.org/0000-0002-8735-5474)
- Yurim Park
Institutions
- Kangwon National University (KR)
- Chungnam National University (KR)
- International Drug Development (FR)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-12-24
- DOI
- https://doi.org/10.1021/acs.orglett.5c04750
- Primary Topic
- Boron Compounds in Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00