The reaction of N-(2-chloroethyl)diisopropylamine 1a with S 2 Cl 2 allows the selective one-pot preparation of the tricyclic 4-(2-chloroethyl)bisdithiolothiazines 8 and 9 or, by addition of phosphorus pentasulfide at a late stage of the reaction, of the dithiolothiazine 6b characterised by X-ray crystallography; the chloroethyl derivative 8 is also obtained from (2-diisopropylamino)ethanethiol 1b and its disulfide 1c and S 2 Cl 2 , in a rare conversion of a thiol or disulfide into the corresponding chloro compound.

[reaction: see text] In a remarkable cascade reaction, triethylamine is converted into the thienopentathiepin 2a and the heptathiocane 3a by a preequilibrated solution of disulfur dichloride and DABCO in chloroform.

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