This work describes the synthesis of a series of nine 4-thio dibenzosuberone derivatives (10,11-dihydro-5Hdibenzo[ a,d]cycloheptane-5-one derivatives). Ullmanns reaction was used to synthesize six 4-thio dibenzosuberone derivatives 10-15 from 4-iodo dibenzosuberone 9. Compound 9 was synthesized from dibenzosuberone 7 through the use of TTFA [thallium (III) trifluoroacetate] and KI. Hydrolysis of 10 yielded derivative 14. Compound 17, which was prepared through the chlorination of 14, was aminated to furnish 4-thio derivative 18.
Keywords: Dibenzocycloheptane, dibenzosuberone, thio compounds, Ullmann reaction, thallium (III) salts, tricyclic antidepressants
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