Reactivity of Olefin Functionalities of Dicyclopentadiene in the Diels–Alder Reaction with Thionylaniline

摘要

Abstract The reaction of thionylaniline with dicyclopentadiene has afforded the Diels–Alder adduct which has been oxidized into the corresponding sulfonamide bearing a benzothiazine moiety. Molecular and crystal structure of the sulfonamide has been elucidated via single-crystal X-ray diffraction analysis. Higher reactivity of the olefin functionality of the norbornene fragment has been found; the formation of two structural isomers has been revealed.