Electrophilic Activation of [1.1.1]Propellane by Silyl-Triflates
Incorporation of a bicyclo[1.1.1]pentyl framework is a sought-after task in recent organic chemistry. Current methods mostly involve radical or nucleophilic pathways. In this study, we describe a general procedure for the synthesis of bridgehead silylbicyclo[1.1.1]pentanes by electrophilic activation. The process works with various nucleophiles, including amines, thiols, carbon, and heterocycles. Silylamines can be desilylated to offer a complementing strategy to synthesize C-H bicyclo[1.1.1]pentanes.
Authors
- Zsombor Gonda (ORCID: https://orcid.org/0000-0001-9843-5907)
- Gergely L. Tolnai (ORCID: https://orcid.org/0000-0002-5253-5117)
- Anna Kiss-Szemán (ORCID: https://orcid.org/0000-0002-3039-0324)
- Zita Makó
- Gergő Rácz
- Kristóf T. Gergely (ORCID: https://orcid.org/0000-0001-8967-0518)
- Dorina Jobbágy
Institutions
- Eötvös Loránd University (HU)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-04-01
- DOI
- https://doi.org/10.1021/acs.joc.5c03205
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Eötvös Loránd Tudományegyetem
- Servier
- National Research, Development and Innovation Office