The intramolecular Friedel-Crafts reaction of allylic alcohols tethered to the nitrogen of indole has been investigated.  Using Bronsted or Lewis acid conditions, a variety of substrates have been found to produce the cyclization product in good yield.  This method has been used to construct the core of flinderole C.

Intramolecular Friedel-Crafts reactions with indole and allylic alcohols

243rd National Meeting (2012)

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