Synthesis of Novel 4-Aminotetrahydropyrrolo[1,2-a]quinazoline Derivatives

Decarboxylation of substituted monohydrazides of 6-arylcyclohex-3-ene-1,1-dicarboxylic acids proceeds stereospecifically and leads to 1,6-cis-disubstituted cyclohex-3-enes. Due to the presence of the anthranilic acid moiety these decarboxylated hydrazides undergo formation of pyrrolo[1,2-a]quina-zolines when treated with 2-oxoglutaric acid. The present paper describes the first example of chemoselective synthesis of amide-linked conjugates between the cyclohexene moiety and tetrahydro-pyrrolo[1,2-a]quinazolines.