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Updated: Jun 21, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
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A convenient synthesis of tetrabenzo[de,hi,mn,qr]naphthacene from readily available 1,2-di(phenanthren-4-yl)ethyne
Anupam Mukherjee1, Kamalkishore Pati, Rai-Shung Liu
1Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC.
Abstract:
We report here a convenient synthesis of tetrabenzo[de,hi,mn,qr]naphthacenes from 1,2-di(phenanthren-4-yl)ethynes through initial Brønsted acid-catalyzed hydroarylation, followed by FeCl(3)-oxidative coupling reactions. This new method is applicable to tetrabenzo[de,hi,mn,qr]naphthacenes bearing various alkyl substituents.
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