Base-Promoted Formylation and N-Difluoromethylation of Azaindoles with Ethyl Bromodifluoroacetate as a Carbon Source

Main observation and conclusion We reported for the first time that ethyl bromodifluoroacetate directly reacts with azaindole without transition metal catalysis to produce a difluoromethyl protected 5-aldehyde group product in one step. It is worth mentioning that the reacted aldehyde group is only formed at the 5 position. In addition, this method has good substrate applicability and functional group tolerance. Finally, we also carried out some mechanism auxiliary experiments, which confirmed that the aldehyde-based carbon comes from ethyl bromo- difluoroacetate.

Automated summary

This study demonstrated a novel method for the direct synthesis of a difluoromethyl protected 5-aldehyde product, with good substrate applicability and functional group tolerance. Mechanism auxiliary experiments confirmed the origin of the aldehyde-based carbon.