Method for constructing N-isopropylphthalimide in one step by using imine as starting material

[0023] Add 0.2 mmol of (E)-N-isopropyl-1-phenylmethanimine, 0.01 mmol of palladium dichlorodiacetonitrile, and 0.2 mmol of copper oxide into a 25 mL test tube, add toluene and N,N-di Methylformamide was used as a mixed solvent with a volume ratio of 10:1, 0.2 mmol of water was added, and then a balloon containing carbon monoxide and oxygen was used as a carbonyl source, and stirred at 100 degrees Celsius for 24 hours. After the TLC (thin layer chromatography) detection reaction, the reaction solution was cooled to room temperature, the balloon was removed, and the unreacted carbon monoxide and oxygen were slowly vented. The reaction solution was filtered, the filtrate was decompressed and rotary evaporated to remove the solvent, and then separated and purified by column chromatography to obtain the target product N-isopropylphthalimide. The column chromatography eluent used had a volume ratio of 10: 1 petroleum ether: ethyl acetate mixed solvent, yield 85%.

[0024] The struc...

[0026] In a 25mL test tube, add 0.2 mmol of (E)-N-isopropyl-1-phenylmethanimine, 0.01 mmol of dichlorodiacetonitrile palladium, 0.2 mmol of copper oxide, add toluene as a solvent, and add 0.2 mmol of water millimoles, and then put on a balloon containing carbon monoxide and oxygen as a carbonyl source, and stir at 100 degrees Celsius for 24 hours. TLC (thin layer chromatography) tracking detection, no target product was detected.

[0028] In a 25mL test tube, add 0.2 mmol of (E)-N-isopropyl-1-phenylmethanimine, 0.01 mmol of dichlorodiacetonitrile palladium, 0.2 mmol of copper oxide, and add N,N-dimethyl Formamide was used as a solvent, 0.2 mmol of water was added, and then a balloon containing carbon monoxide and oxygen was covered as a carbonyl source, and stirred at 100 degrees Celsius for 24 hours. TLC (thin layer chromatography) tracking detection, no target product was detected.