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Publication Details:

Title: Access to Cyclobutene-Fused Azepines through Au-Catalyzed Cycloisomerization of Stable Alkyne Tethered Ketene N, N-Acetals

Author(s)Sanatan Nayak, Nayan Ghosh, Akhila K Sahoo: Org. Lett., 2014, 16, 2996-2999
Journal NameOrganic Letters
journal image URLhttp://chemistry.uohyd.ac.in/~aks/wp-content/uploads/majjiorglettnew.png

More Details:


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