Synthesis and Reactivity of Unsymmetrical S , S ″ -Dialkyl N -(Arenesulfonyl)Carbondithioimidates

Abstract

S,S 0 -Dialkyl N-(arenesulfonyl)carbondithioimidates 3 are prepared either in a one-pot reaction by successive alkylation of disodium salts 2 or by using N-(arenesulfonyl)dithiocarbamates 4. C,H-Acidic N-(arenesulfonyl)carbondithioimidates 3a,b,d react with thiacumulenes in the presence of sodium hydride. Subsequent methylation leads to 2,3-dihydrothiazoles 7 and 1,3-dithiols 8, respectively.