Access to Cyclobutene-Fused Azepines through Au-Catalyzed Cycloisomerization of Stable Alkyne Tethered Ketene <i>N,N</i>-Acetals

Abstract

A base promoted reaction between N-protected propargyl amines and 3-bromopropiolate readily provides an array of novel stable alkyne-tethered ketene <i>N,N</i>-acetals in good yields. A wide range of structurally complex cyclobutene-fused azepine heterocycles are synthesized through the gold-catalyzed intramolecular cycloisomerization of ketene <i>N,N</i>-acetals for the first time. A plausible reaction pathway is deduced on the basis of the ¹H NMR studies