Heterocyclic Compounds
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ChemInform Abstract: Rearrangement of an N-Aryl-2-vinyltetrahydro-4-oxoquinoline to an Acridine Derivative.
First published: 20 June 2010
Abstract
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ChemInform Abstract
Acidic treatment of the readily prepared quinoline (III) results in rearrangement to the acridine (V) via a retro-Michael process and a following attack of the electron-rich aromatic ring onto the keto group. Interestingly similar educts, e.g. the phenyl derivative (VI) fail to give this rearrangement. The reasons for the differences are not clear.
