5-exo-dig is a versatile Baldwin tool to predict and make useful heterocyclic compounds from nucleophiles and electrophiles. In order to aid this, a novel metal-free method is proposed to produce [1,3]-oxathiole-2-thiones from a readily synthesized propargyl alcohols and easily accessible carbon disulfide, where both secondary and primary propargyl alcohols are compatible to this methodology. This procedure is simple, versatile, atom economy and functional group tolerance resulting in moderate to excellent yields. Finally, the process was screened on different mode of reaction operation.