81785-53-7Relevant articles and documents
The Gas-phase Smiles Rearrangement. The Effect of Ring Substitution. An 18O Labelling Study
Eichinger, Peter C. H.,Bowie, John H.
, p. 995 - 999 (2007/10/02)
The gas-phase Smiles reaction of RC6H4O(CH2)nO(1-) (n = 2 or 3) is an ipso rearrangement which is strongly influenced by the nature of the substituent R.Electron-withdrawing groups enhance the rearrangement.When the substituent R is halogen or Me, and occupies the ortho position, ortho cyclization competes with the Smiles rearrangement.