Abstract
| - This paper presents reactions in which the putative cationic intermediate in the Morin rearrangement is trapped by aromatic carbon nucleophiles (indoles and furans). For example, reaction ofsulfoxide 27 with trifluoroacetic acid in chloroform provides, among other products, indole 29 andindoline 30. The indoline was shown to be in equilibrium with the nine-membered ring bridgedindole 31. Other examples of Morin rearrangement−trapping reactions are presented, andmechanisms for these transformations are proposed.
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