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Updated: May 16, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Polyaromatic ribbon/benzofuran fusion via consecutive endo cyclizations of enediynes
Philip M Byers1, Julian I Rashid, Rana K Mohamed
1Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306-4390, USA.
Abstract:
The Sonogashira/5-endo-dig/6-endo-dig cascade fuses a polycyclic aromatic backbone to the electron-rich furan subunit. The transformation proceeds in modest yields as a one-pot reaction. Efficiency of the full cascade is increased by removal of base prior to the addition of gold catalyst. Under these conditions, conversion to the full cascade products is achieved in nearly quantitative yields without purification of the intermediate products. Extension of the cascade toward triynes opens access to benzofuran-fused chrysene derivatives.
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