A method for iridium-catalyzed asymmetric hydrogenation of quinoline-3-amine to synthesize chiral exocyclic amine
A technology of chiral exocyclic amines and catalyzed quinoline, applied in chemical instruments and methods, catalytic reactions, physical/chemical process catalysts, etc., can solve problems such as strong coordination ability, low activity of aromatic amines, catalyst poisoning, etc., to achieve The effect of complete reaction, convenient preparation, high reactivity and enantioselectivity
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[0032] Example 1: Synthesis of various chiral exocyclic amine compounds by iridium-catalyzed asymmetric hydrogenation of quinoline-3-amine
[0033] In a glove box filled with nitrogen, the reaction of (1,5-cyclooctadiene) iridium chloride dimer (0.0020 mmol) and chiral ligand (R)-DifluorPhos (0.0044 mmol) Add 1mL mixed solvent toluene / ditetrahydrofuran (v / v=3:1) into the bottle, stir the resulting solution at room temperature for 10-30 minutes, then transfer the prepared catalyst to another bottle containing the raw material quinoline-3 - In the reaction vials of amine (0.10 mmol) and iodine (0.0050 mmol), share 3 mL of solvent mixture solvent toluene / tetrahydrofuran (v / v=3:1). Stir at room temperature for 10-30 minutes, put the reaction bottle into a stainless steel autoclave, feed hydrogen gas at 200psi, and react at room temperature (or 45°C) for 18 hours. After the reaction, hydrogen gas was released slowly, the solvent was removed by a rotary evaporator, and the pure pro...
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