Diels-Alder reaction of tetraarylcyclopentadienones with benzobthiophene S,S-dioxides: an unprecedented de-oxygenation vs. sulfur dioxide extrusion

摘要

Diels-Alder reaction of tetraarylcyclopentadienones with benzobthiophene dioxides in xylenes at reflux led to the formation of tetra aryl-substituted dibenzothiophene as well as penta aryl-substituted benzene analogues depending on the influence of aryl substituents present on cyclopentadienones. The intermediate dihydrodibenzothiophene-dioxides underwent aromatization either through de-oxygenation or extrusion of sulfur dioxide to furnish substituted dibenzothiophenes or benzenes.