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.