Synthesis of Decaarylanthracene with Nine Different Substituents

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Synthesis of Decaarylanthracene with Nine Different Substituents

Asako, T.; Suzuki, S.; Tanaka, S.; Ota, E.; Yamaguchi, J.

J. Org. Chem. 2020, ASAP. DOI: 10.1021/acs.joc.0c02218

A synthesis of decaarylanthracene with nine different substituents has been accomplished by a coupling/ring-transformation strategy. The oxidation of tetraarylthiophenes with four different substituents to the corresponding thiophene S-oxides, and a [4+2] cycloaddition with a double benzyne precursor afforded a multiply arylated naphthalene derivative. Subsequently, the naphthalene derivative was converted into a naphthalyne, and then a [4+2] cycloaddition of another thiophene S-oxide provided decaarylanthracenes with nine different aryl groups.

 

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