1: With titanium tetrachloride T=20°C; 3 h; 2: With hydrogenchloride in trans-1,3-dioxane; water T=20 - 90°C; 0.166667 h;

lithium aluminium tetrahydride in tetrahydrofuran T=-100 - 5°C;

1: 70 percent / 4,4-dimethylaminopyridine, Et3N / CH2Cl2 2: 80 percent / LiAlH4 / tetrahydrofuran / -100 - 5 °C View Scheme

1: 1H-6,7,8,9-tetrahydro-benz[g]indole-2,3-dione With potassium hydroxide in water T=90°C; Pfitzinger Reaction; 1 h; 2: 3-lt;4-chlorophenylgt;-2-oxo propanol in tetrahydrofuran; water T=60°C; 5.5 h; 3: With acetic acid in tetrahydrofuran T=21 - 50°C;