Cycloaddition-Elimination Reactions of Freund's "Methyl Isothiocyanate Sulfide" with Electrophilic Nitriles

Article abstract of DOI:10.1021/jo00010a018

The 1,2,4-dithiazolidine 1 and the 1,2,4-thiadiazolidine 2 are interconvertible in the presence of electrophilic nitriles and furnish 1,2,4-thiadiazoline-5-thiones 7 as final products.A mechanistic rationalization involving consecutive cycloaddition-elimi