Biocatalytic preparation of chiral amines is a large and burgeoning field in organic chemistry. Many enzymes and routes have been published, including transaminases, imine reductases, reductive aminases, amine dehydrogenases and others. However, all these routes rely on some sacrificial substrate, in the form of either amine donor or cofactor regeneration substrate. Herein, we report the direct oxidative amination of p‐substituted phenols catalyzed by an evolved flavoprotein oxidase, with the consumption of only substrate and O2, and release of H2O2. The substrate scope of the reaction is studied, and is tolerant of a diverse panel including ammonia, primary and secondary amines, and amino acids. The reaction is later employed at preparative scale to generate aminated products in 50‐80% yield. This report establishes flavoprotein oxidase as a new and economical member of the chemist’s toolkit for biocatalytic generation of chiral amines, acting as oxidative aminase.

中文翻译：

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对位取代酚的生物催化氧化胺化

手性胺的生物催化制备是有机化学中一个庞大且新兴的领域。许多酶和途径已被发表，包括转氨酶、亚胺还原酶、还原氨酶、胺脱氢酶等。然而，所有这些途径都依赖于一些牺牲底物，以胺供体或辅因子再生底物的形式。在此，我们报道了由进化的黄素蛋白氧化酶催化的对位取代酚的直接氧化胺化，仅消耗底物和 O2，并释放 H2O2。研究了反应的底物范围，并且可以耐受多种底物，包括氨、伯胺和仲胺以及氨基酸。该反应随后用于制备规模，生成胺化产物，产率 50-80%。该报告将黄素蛋白氧化酶确立为化学家工具包中的一种新的经济成员，用于生物催化生成手性胺，充当氧化氨基酶。