Substituted benzocyclo-octenes may undergo thermal rearrangement to 2a,2b,6b,6c-tetrahydro-benzo[a]cyclopropa[c,d]pentalenes. The ease of this reaction depends on the substituents, and is facilitated by the presence of phenyl groups in the 6- and 9-positions of the benzocyclo-octene. The mechanisms of this and secondary rearrangements are discussed.
J. W. Barton and M. K. Shepherd, J. Chem. Soc., Perkin Trans. 1, 1986, 961 DOI: 10.1039/P19860000961
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