Photobiocatalytic Cascades for Acylating N-Heterocycles with Natural Amino Acids via the 2-Keto Acids,Advanced Synthesis & Catalysis

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Photobiocatalytic Cascades for Acylating N-Heterocycles with Natural Amino Acids via the 2-Keto Acids
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2022-10-19 , DOI: 10.1002/adsc.202200800
Xuexian Cui ₁ , Wenchao Geng ₂ , Huifeng Jiang ₂ , Bian Wu ₃

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Photobiocatalysis fully utilizing the unique reactivity of photocatalysis and efficient transforming biobased feedstocks of biocatalysis represents a promising approach for future green synthesis. However, photobiocatalytic cascade with biobased starting substrates has been rarely reported. Here, we present photobiocatalytic cascades that modify the N-heterocycle with keto acids biocatalytically synthesized from natural amino acids. The types of aliphatic, aromatic, and polar natural amino acids are compatible with the photobiocatalytic cascades system. In addition, the cascade is compatible with a range of N-heterocycles with moderate to good yield (up to 82%). Furthermore, the cascade system can reach gram scale (0.91 g) with a good separation yield, demonstrating the potential for scaling up production to practical application. This photobiocatalytic cascade can synthesize a range of important N-heterocyclic derivatives from natural amino acids in a green fashion and paves the way for greener synthesis by combining biocatalysis and photocatalysis.

中文翻译：

通过 2-酮酸用天然氨基酸酰化 N-杂环的光生物催化级联

充分利用光催化的独特反应性和高效转化生物基原料的光生物催化是未来绿色合成的一种有前途的方法。然而，很少报道与生物基起始底物的光生物催化级联。在这里，我们提出了光生物催化级联，它用天然氨基酸生物催化合成的酮酸修饰 N-杂环。脂肪族、芳香族和极性天然氨基酸的类型与光生物催化级联系统相容。此外，该级联与一系列 N-杂环兼容，收率中等至良好（高达 82%）。此外，级联系统可以达到克级（0.91 g）并具有良好的分离产率，证明了将生产扩大到实际应用的潜力。

更新日期：2022-10-19

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