Tandem Pummerer Diels-Alder Sequence for the Preparation of α-Thio Substituted Naphthalene Derivatives

Article abstract of DOI:10.1016/0040-4039(95)00574-V

The α-thiocarbocation generated from the Pummerer reaction of ab o-benzoyl substituted sulfoxide is intercepted by the adjacent keto group to produce an α-thio-isobenzofuran as a transient intermediate which undergoes a subsequent Diels-Alder cycloadditio