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A Highly Selective Cascade Approach to Diverse Aromatic Ring Systems from Simple Aromatic Aldehydes and Propiolates

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journal contribution
posted on 16.03.2006 by Yan-Guang Wang, Sun-Liang Cui, Xu-Feng Lin
A new triethylamine-catalyzed cascade reaction of aromatic aldehydes with propiolates has been developed. This serial multi-bond-forming process furnishes diverse polycyclic aromatic hydrocarbons, including naphthalenes, phenanthrenes, benzofurans, and 2,3,9,9a-tetrahydronaphtha[2,3-b]furans. The chemical outcome of the process depends on the reaction temperature and can be tailored selectively by an appropriate choice of experimental conditions.