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Updated: Dec 22, 2025

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
Benzo- and Thieno-Annulated Tetracenes: A One-Pot Synthesis via Cross-Dehydrogenative Annulation
Michihisa Murata1, Masahiro Togo, Daisuke Mishima
1JST-PRESTO, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan.
Abstract:
A facile method for the direct cross-annulation of unfunctionalized tetracene is reported. The one-pot oxidative cross-dehydrogenative coupling (CDC) between tetracene and aromatic compounds, such as benzene or 2-methylthiophene, furnished annulated products with an extended π-network. Moreover, relative to the benzo-annulated tetracenes, thieno-annulated tetracenes exhibited notably improved photooxidative stability. This behavior stands in sharp contrast with that of tetracene and its derivatives, such as rubrene, which readily engage in photoinduced oxidation reactions.
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