Org. Lett. 2024, 26 (22), 4808-4812
DOI: 10.1021/acs.orglett.4c01645
Smyrnov O.; Melnykov K.; Pashenko O.; Volochnyuk D.; Ryabukhin S.
This work highlights stellane’s cage stability and derivatization opportunities. A diverse range of building blocks were synthesized using modern synthesis protocols to demonstrate stellane’s reactivity and chemical tolerance across different reaction systems, proving its promise as a bioisosteric scaffold. It can be utilized in scaffold-based molecular design and is superior in terms of topological precision compared to existing ortho isosteres, as well as monosubstituted benzene mimetics, holding the potential to become a robust platform for future medicinal chemistry studies.