4-Thio Derivatives of Dibenzosuberone: Potential Antidepressant Compounds

Title: 4-Thio Derivatives of Dibenzosuberone: Potential Antidepressant Compounds

Volume: 7 Issue: 5

Author(s): Paulo R.C. Martins, Gilberto A. Romeiro and Carlos M.R. Ribeiro

Affiliation:

Keywords: Dibenzocycloheptane, dibenzosuberone, thio compounds, Ullmann reaction, thallium (III) salts, tricyclic antidepressants

Abstract: 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.

Cite this article as:

R.C. Martins Paulo, A. Romeiro Gilberto and M.R. Ribeiro Carlos, 4-Thio Derivatives of Dibenzosuberone: Potential Antidepressant Compounds, Letters in Organic Chemistry 2010; 7 (5) . https://dx.doi.org/10.2174/157017810791514634