Bromoaryl alkyl-linked oxazolines

The effect of chain length on the radical cyclization reaction of bromoaryl alkyl-linked oxazolines has also been examined (Scheme 10.40). The major products from the precursor with a 5-C atom spacer are derivatives of benzocycloheptane 15 in which the oxazoline group has undergone a novel areneotropic migration from the end of the spacer to the benzo ring. The corresponding 2-C-atom precursor affords a 9-oxazolinophenanthrene derivative 16 by aromatization in the reaction medium of... 

Marshall, L.J., Roydhouse, M.D., Slawin, A.M.Z. and Walton, J.C. (2007) Effect of chain length on radical to carbanion cyclocoupling of bromoaryl alkyl-linked oxazolines 1,3-areneotropic migration of oxazolines. Journal of Organic Chemistry, 72, 898-911. 

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