AbstractsChemistry

Rearrangement of Alkylhaloketene-Cyclopentadiene Adducts in Basic Solution – A New Synthesis of 2-Alkyltropones

by Jacob Paul Hieble




Institution: North Texas State University
Department:
Year: 1971
Keywords: Alkylhaloketene-cyclopentadiene.; tropolone; dichloroketene-cyclopentadiene adduct
Record ID: 1487489
Full text PDF: http://digital.library.unt.edu/ark:/67531/metadc164519/


Abstract

This research is concerned with determining whether the previously reported synthesis of tropolone by the solvolysis of the dichloroketene-cyclopentadiene adduct in sodium acetate and acetic acid could be used to prepare 2-alkyltropones from the adducts of alkylhaloketenes and cyclopentadiene. The information obtained from these rearrangements could be useful in determining the mechanism of the ring expansion of halogenated ketene-cyclopentadiene adducts to tropone derivatives.