Thiation reactions of some active carbonyl compounds with sulfur transfer reagents

Article abstract of DOI:10.1021/jo00378a001

Anthrone reacts with the sulfur transfer reagents dithiobisphthalimide and dithiobissuccinimide in the presence of pyridine to provide a simple synthesis of monothioanthraquinone. Products of a different nature, derived from two molecules of ketone, were obtained from acenaphthenone and from a variety of β-diketones. A unified mechanism for the formation of all of the observed products, based upon the generation of transient thione intermediates, is proposed and supported by trapping experiments.