Autor: |
Day DP; São Carlos Institute of Chemistry, University of São Paulo, São Carlos, São Paulo CEP 13560-970, Brazil., Mora Vargas JA; São Carlos Institute of Chemistry, University of São Paulo, São Carlos, São Paulo CEP 13560-970, Brazil., Burtoloso ACB; São Carlos Institute of Chemistry, University of São Paulo, São Carlos, São Paulo CEP 13560-970, Brazil. |
Abstrakt: |
The work reported herein showcases a new route to access α-fluoro-α-triazol-1-yl ketones from sulfoxonium ylides via α-azido-α-fluoro ketone intermediates. In a one-pot, two-step sequence, the ketosulfoxonium reactant initially undergoes insertion of F + and N 3 - , followed by a subsequent CuAAC reaction with arylacetylenes to install a 1,4-triazolo moiety. The approach allows for modification to both the sulfoxonium ylide and arylacetylene reactants. Fifteen examples have been reported, with yields ranging between 22% and 75%. |