The Reaction of Triptycene Haloquinones with Alkoxides. An Unusual Route to Pentiptycene Quinones.

Abstract Triptycene haloquinones 3 react with sodium alkoxides in refluxing alcohol to afford, besides the expected substitution products, pentiptycene quinone 4 . This approach to 4 is compared with a Diels–Alder strategy to the same compound.