A New Route to Tricyclic 2-Pyridone Frameworks via Formation of Bicyclic <i>N</i>-Alkenyl Alkynylamides Followed by Gold-catalyzed Cycloisomerization

Hidetomo Imase, Ken Tanaka

doi:10.1246/cl.2009.1152

A New Route to Tricyclic 2-Pyridone Frameworks via Formation of Bicyclic <i>N</i>-Alkenyl Alkynylamides Followed by Gold-catalyzed Cycloisomerization

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Hidetomo Imase

Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology
Ken Tanaka

Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology

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<jats:title>Abstract</jats:title> <jats:p>A cationic gold(I)/PPh3 complex catalyzes cycloisomerizations of bicyclic N-alkenyl alkynylamides leading to tricyclic 2-pyridone derivatives at room temperature in good yields. The bicyclic N-alkenyl alkynylamides are readily prepared starting from commercially available 2-substituted cycloalkanones.</jats:p>