DMBI in tetrahydrofuran 18 h; Heating;

in ethanol 5 h; Heating;

1: rac-α-chlorohydrocinnamaldehyde With N-ethyl-N,N-diisopropylamine in dichloromethane T=35°C; 0.5 h; 2: phenethylamine in dichloromethane T=35°C; 18 h;

1: rac-α-chlorohydrocinnamaldehyde With 1H-imidazole; N-ethyl-N,N-diisopropylamine; triazolium salt in tetrahydrofuran T=40°C; 15 h; 2: benzylamine in tetrahydrofuran T=20 - 25°C; 1 h; Further stages.;

1.1: hydroxylamine hydrochloride; acetic acid; potassium acetate / 2 h / 20 °C / |Inert atmosphere 2.1: copper (I) cyanide / tetrahydrofuran; hexane; diethyl ether / 0.17 h / -30 - -10 °C / |Inert atmosphere 2.2: 0.33 h / -30 °C / |Inert atmosphere 2.3: -30 °C / |Inert atmosphere 3.1: dicyclohexyl-carbodiimide; pyridine; triethylamine / tetrahydrofuran; hexane; diethyl ether; dichloromethane / 12 h / 20 °C / |Inert atmosphere View Scheme

With  N-chloro-succinimide; [{Cp*IrCl2}]2 in  tetrahydrofuran; water T=20°C; 23 h;   

With  water T=120°C; 2 h;  Sealed tube;   

With  sodium tetrahydroborate in  methanol  

With  water T=120°C; 2 h;  Sealed tube;