New Reactions of β-oxo Sulfenyl Chlorides With 2,4-bis(4-methoxyphenyl)-1,3,2,4- dithiadiphosphetane-2,4-disulfide and Phosphorus Pentasulfide

Mohamed I. Hegab*
Photochemistry Dept., National Research Centre, Dokki, 12622 Cairo, Egypt.

2,2-Disubstituted 3-chloro-4-oxochromane-3-sulfenyl chlorides (2a,b) reacted with Lawesson’s reagent (3) to afford the unprecedented 4-oxochromane phosphoro(dithioperoxo)thioic chlorides (5a,b) and not the β-thiooxo sulfenyl chlorides (6a,b). Whereas, sulfenyl chlorides (2a,b) gave 1,2,5,6-tetrathiocines (7a,b) along with 1,2,3,4-tetrathiins (8a,b) when they were treated with phosphorus pentasulfide. However, chlorination of 1,2,5,6-tetrathiocine (7a) with sulfuryl chloride afforded the 3,4-dichloro-3,4-disulfenyl dichloride (12) along with the 3,4-disulfenyl dichloride (13).

Keywords: 3-Chloro-4-oxochromane-3-sulfenyl chloride, Lawesson’s reagent, tetrathiocine, tetrathiin, disulfenyl chloride.