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

Nayak, Sanatan ; Ghosh, Nayan ; Sahoo, Akhila K. (2014) Access to Cyclobutene-Fused Azepines through Au-Catalyzed Cycloisomerization of Stable Alkyne Tethered Ketene N,N-Acetals Organic Letters, 16 (11). pp. 2996-2999. ISSN 1523-7060

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Official URL: http://doi.org/10.1021/ol501125r

Related URL: http://dx.doi.org/10.1021/ol501125r

Abstract

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.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:122446
Deposited On:02 Aug 2021 14:48
Last Modified:02 Aug 2021 14:48

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