Synthesis of Bicyclo[1.1.0]butanes from Iodo-Bicyclo[1.1.1]pentanes.
Michael D MandlerJames MignoneElizabeth Anne JuricaMaximilian D PalkowitzDarpandeep AulakhAnthony N CauleyChristopher A FarleyShasha ZhangSarah C TraegerAmy A SarjeantAnthony PaivaHeidi L PerezBruce Alan EllsworthAlicia Regueiro-RenPublished in: Organic letters (2023)
We describe a two-step process for the synthesis of substituted bicyclo[1.1.0]butanes. A photo-Hunsdiecker reaction generates iodo-bicyclo[1.1.1]pentanes under metal-free conditions at room temperature. These intermediates react with nitrogen and sulfur nucleophiles to afford substituted bicyclo[1.1.0]butane products.