Synthesis and Characterization of New Dibenzo(b,e)thiepine Derivatives. II

This paper presents experimental results regarding the synthesis and characterization of some new dibenzo(b,e)thiepine derivatives. The synthesis of the new compounds was performed in several stages. Thus, by reaction of phtalide with thiophenol potassium salt, we obtained the 2-phenylthiomethyl-benzoic acid. The acid was cyclized with polyphosphoric acid to the desired 6,11-dihydrodibenzo(b,e)thiepin-11(6H)- one, converted afterwards to the corresponding oxime and subsequently to the O-acyloximino- dibenzo(b,e)thiepins by acylation with various substituted benzoic acid chlorides. The oxidation of O- acyloximino-dibenzo(b,e)thiepins with hydrogen peroxide afforded the corresponding sulfones. The new compounds were characterized by IR, and NMR ( 1 H and 13 C) spectral data and elemental analysis.