Regioselective Intermolecular Hydroamidation of β‐CF3‐1,3‐Enynamides: An Approach to Tri‐Substituted γ‐CF3‐Allenamides

A simple base mediated, highly regioselective 1,4‐hydroamidation of β‐CF3‐1,3‐enynamides with secondary amides for synthesis of tri‐substituted γ‐CF3‐allenamides compounds was developed. N‐alkyl sulfonamides are generally good candidates for the present transformation. γ‐CF3‐allenamides could be employed for synthesis of potential value‐added compounds such as fluorinated halogenated pyrrole, tetrahydroquinoline and 2‐CF3‐putrescine derivatives. Tri‐substituted γ‐CF3‐allenamides were readily synthesized from the reaction of β‐CF3‐1,3‐enynamides with secondary amides via a simple base mediated, highly regioselective 1,4‐hydroamidation process. N‐alkyl sulfonamides are generally good candidates for the present transformation. Tri‐substituted γ‐CF3‐allenamides can be used as materials for synthesis of potential value‐added compounds such as fluorinated halogenated pyrrole, tetrahydroquinoline and 2‐CF3‐putrescine derivatives.