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A mild and efficient α-aza-amidoalkylation for the synthesis of 5-arylaminopyrrolidinones is presented. The key step of this reaction is the intermolecular interception of an N-acyliminium species, generated under the acidic conditions, with nitrogen nucleophiles such as N-silylamines. [ABSTRACT FROM AUTHOR]

The synthesis of dimethoxytriazine-containing V-aryl substituted pyrrolidinones is realized for the first time. Three new modes of reactivity for these substrates possessing a 4,6-dimethoxy-1,3,5-triazine unit are discussed. Their treatment with acid leads to complete O-demethylation of the methoxy groups, while similar re-action in a basic medium leads to partial O-demethylation. In con-trast, heating in the presence of dimethyl sulfate as the catalyst induces migration of the methyl groups from the oxygen atoms to the triazine nitrogens (Hilbert-Johnson transposition). These new scaffolds may demonstrate biological potential. [ABSTRACT FROM AUTHOR]

A direct and highly selective synthesis of octahydropyrrolo[ 2,1,5-cd]indolizin-6-one derivatives has been accomplished by a double dipolar cycloaddition of olefinic dipolarophiles to p-(dimethylamino) pyridinium ylides. [ABSTRACT FROM AUTHOR]