22
2 Results and Discussion
of a pyridine group from 2.1l to 2.3e (Figure 23). Because of the high interest of
functionalised pyridines, additional conditions were tested for this special case. At
80 °C, 2.1l did not undergo rearrangement and with 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) in DMF at room temperature or at 80 °C no reaction took place.
Figure 23: Scope of the Smiles rearrangement on amides.
2 Results and Discussion
of a pyridine group from 2.1l to 2.3e (Figure 23). Because of the high interest of
functionalised pyridines, additional conditions were tested for this special case. At
80 °C, 2.1l did not undergo rearrangement and with 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) in DMF at room temperature or at 80 °C no reaction took place.
Figure 23: Scope of the Smiles rearrangement on amides.