Mannich reaction of trifluoroacetaldehyde hydrazones, a useful entry to trifluoromethyl substituted heterocycles.

Shuanglong Jia (1, 2) , Laurent El Kaim (2, 1)

1 DCSO - Laboratoire de synthèse organique
2 ENSTA Paris - École Nationale Supérieure de Techniques Avancées

NH-aryl hydrazones derived from trifluoroacetaldehyde hemiacetal may be involved in efficient Mannich type reactions with formaldehydes and aromatic aldehydes. The resulting hydrazones are useful building blocks for the preparation of trifluoromethyl substituted heterocycles as shown by a straightforward preparation of 1,2-diazine derivatives under heating with β-ketoesters.

Domaines: Chimie organique

Shuanglong Jia, Laurent El Kaim. Mannich reaction of trifluoroacetaldehyde hydrazones, a useful entry to trifluoromethyl substituted heterocycles.. Organic & Biomolecular Chemistry, 2018, 16 (9), pp.1457-1460. ⟨10.1039/c7ob02840g⟩. ⟨hal-02095052⟩