SYNTHESIS OF NOVEL 4-AMINOTETRAHYDROPYRROLO[1,2-<i>a</i>]QUINAZOLINE DERIVATIVES

Abstract

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 anthranilic acid moiety these decarboxylated hydrazides undergo formation of pyrrolo[1,2-a]quinazolines when treated with 2-oxoglutaric acid. The present paper describes the first example of chemoselective synthesis of amide-linked conjugates between cyclohexene moiety and tetrahydropyrrolo[1,2-a]quinazolines.

Also published in Chemistry of Heterocyclic Compounds, 2013, 49 (2), pp 310-316

http://link.springer.com/article/10.1007/s10593-013-1248-7