The formation of the indolizino[1,2‐c]quinolinium system by a novel nucleophilic reaction

Abstract

2‐Methyl‐3‐(2‐pyridyl)quinoline (1) with a bromomethyl ketone or ethyl bromoacetate yields 6‐methyl‐12‐acylindolizino[1,2‐c]quinolinium bromides (5–9). The acyl derivatives can be deacylated in acid yielding 6‐methyl indolizino[1,2‐c]quinolinium salts (4). Benzoylation of 4 yields the 12‐benzoyl derivative (6). The deacylation product (4) has been synthesized from 2‐acetamidophenacyl bromide (10) and 2‐pyridylacetone (12).