Abstract
Abstract The isomerization-cyclization of tetrahydropyridine 7 by AcOH leads to 4-ethyloctahydroindolo[2,3-a]quinolizine-2-carbaldehydes (8). When the process is carried out with aqueous AcOH, indolizidinoindole 9 is formed as a by-product in a competitive way. Compound 7 is available via reductive cyanation of pyridinium salt 1 followed by treatment of nitrile 2 with ethylmagnesium bromide.
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