Isolation and reactions of 7a-hydroperoxy-1,2,3,4,5,6,7,7a,12b-octahydroindolo[2,3-a]quinolizine

Abstract

Dye-sensitized photo-oxygenation of the octahydroindoloquinolizine (1) provided the title compound (2) which was converted into the corresponding spiro-oxindole N-oxide (3), the hydroxyindolenine (4), into (5), which is the N-5-oxide of (4), the oxo-amide (6), the quinolone (7) and the 1,4-oxazine derivative (8) under various conditions, whereas the 2-acylindole (11) was obtained from the chloride (10).