4-Thio Derivatives of Dibenzosuberone: Potential Antidepressant Compounds

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

Journal Name:Letters in Organic Chemistry

Volume 7 , Issue 5 , 2010

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.

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

Rights & PermissionsPrintExport

Article Details

VOLUME: 7
ISSUE: 5
Year: 2010
Page: [383 - 387]
Pages: 5
DOI: 10.2174/157017810791514634
Price: $58

Article Metrics

PDF: 7
HTML: 0
EPUB: 0
PRC: 0