2,3-Diphenyl-1,4-benzodithiin (1) was prepared from the reaction of phenyl-lithium and bromobenzene with carbon disulphide. 2-(Biphenyl-2-yl)-3-phenyl-1,4-benzodithiin (2), 3-(biphenyl-2-yl)-2-phenylbenzo[b]thiophen (3), and 2,3-dihydro-2,3-diphenyl-1,4-benzodithiin were isolated as by-products. Pyrolysis of (1) afforded tetraphenylthiophen. A reaction mechanism involving a benzyne intermediate is suggested.
M. Yokoyama, T. Kondo, N. Miyase and M. Torri, J. Chem. Soc., Perkin Trans. 1, 1975, 160 DOI: 10.1039/P19750000160
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