Synthesis of PyrroloisoquinolonesviaOrganolithium Additions toN-Phenethylsuccinimides

Abstract
In the presence of n-butyl and t-butyllithium, N-phenethylsuccinimides undergo carbophilic addition to the carbonyl group previous to metal-hydrogen or metal-bromine exchange, while preferential aromatic metalation takes place on the iodinated imide. The cyclizations of the resulting organolithiums allow new and convenient entries to 8,9-dialkoxypyrrolo-[2,1-a]-isoquinolin-3(2H)-ones.

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