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Benzyne, generated by thermal decomposition of benzenediazonium-2-carboxylate, reacts with thiophosgene to give 2,2,4,4-tetrachloro-2,4-dihydro-1,3-benzodithiin (5), 2,2,3,3-tetrachloro-2,3-dihydrobenzo[b] thiophene (6), and 2-(o-chlorophenylthio)-3-chlorobenzo[b]thiophene (7). Definite structure proof of compound 7 has been obtained by an X-ray analysis.
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Nakayama et al. (1983) studied this question.
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