[4+2] cycloaddition reactions of beta-naphtha-1-thioquinones generated from 2-naphthols and DAST

An original and facile method for the generation of beta-naphtha-1-thioquinones using DAST and 2-naphthols has been developed. A series of dehydro-2-naphthol-1-sulphides or naphtha-oxathiane derivatives were synthesized by in situ Diels-Alder cycloaddition reactions of beta-naphtha-1-thioquinone with itself or various alkenes.