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Fast reductive amination by transfer hydrogenation 'on water'

机译:通过“在水上”转移加氢进行快速还原胺化

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Reductive amination of various ketones and aldehydes by transfer hydrogenation under aqueous conditions has been developed, by using cyclometallated iridium complexes as catalysts and formate as hydrogen source. The pH value of the solution is shown to be critical for a high catalytic chemoselectivity and activity, with the best pH value being 4.8. In comparison with that in organic solvents, the reductive amination in an aqueous phase is faster, and the molar ratio of the substrate to the catalyst (S/C) can be set as high as 1×10~5, the highest S/C value ever reported in reductive amination reactions. The catalyst is easy to access and the reaction is operationally simple, allowing a wide range of ketones and aldehydes to react with various amines in high yields. The protocol provides a practical and environmental friendly new method for the synthesis of amine compounds. Greener amine synthesis: A versatile reductive amination protocol has been developed. By using an iridium catalyst in water, a broad range of ketones and aldehydes react with amines to afford various new amines in good yields (see scheme), with molar ratios of the substrate to the catalyst (S/C) as high as 1×10 ~5. The pH of the reaction solution plays a key role, regulating both the catalytic activity and the selectivity.
机译:通过使用环金属化的铱配合物作为催化剂,甲酸作为氢源,已经开发了在水性条件下通过转移氢化进行各种酮和醛的还原胺化反应。溶液的pH值显示出对于高催化化学选择性和活性至关重要,最佳pH值为4.8。与有机溶剂相比,水相中的还原胺化速度更快,底物与催化剂的摩尔比(S / C)可以设置为1×10〜5,最高S / C在还原胺化反应中报告的价值。该催化剂易于获得,反应操作简单,可以使各种酮和醛与各种胺高产率地反应。该方案为合成胺化合物提供了一种实用且环保的新方法。绿色胺的合成:已开发出一种通用的还原胺化方案。通过在水中使用铱催化剂,各种各样的酮和醛会与胺反应,以高收率(见方案)提供各种新的胺,底物与催化剂的摩尔比(S / C)高达1倍10〜5。反应溶液的pH值起着关键作用,既调节催化活性又调节选择性。

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