Hydrothiolysis of carbofunctional α,β-unsaturated sulfides as an approach to the synthesis of 1,7-dithiocarbonyl compounds

Bis(1-N,N-dimethylimmonio-3-phenylprop-2-en-3-yl) sulfide diperchlorate and (1-N,N-dimethyl-immonio-3-phenylprop-2-en-3-yl) (5,5-dimethyl-1-morpholiniocyclohex-2-en-3-yl) sulfide diperchlorate react with hydrogen sulfide giving rise to the corresponding 1,7-thioxoimmonio sulfides. Treating with the hydrogen sulfide (1-N,N-dimethylimmonio-3-phenylprop-2-en-3-yl) (1-oxo-2-phenyl-inden-3-yl) sulfide perchlorate led to preparation of (1-oxo-2-phenylinden-3-yl) (1-thioxo-3-phenylprop-2-en-3-yl) sulfide. The hydrothiolysis of (5,5-dimethyl-1-morpholiniocyclohex-2-en-3-yl) (1-N,N-dimethylimmonio-2-phenylinden-3-yl) sulfide diperchlorate and (5,5-dimethyl-1-morpholiniocyclohex-2-en-3-yl) (1-oxo-2-phenylinden-3-yl) sulfidea perchlorate resulted in products of the sulfide bond cleavage in the initial immonium salts.