Department of Chemistry, Zhejiang University, No. 38 Zheda Road, Hangzhou 310027, People's Republic of China.
Biochimie. 2013 Jul;95(7):1462-5. doi: 10.1016/j.biochi.2013.03.012. Epub 2013 Apr 6.
The Acylase "Amano" (AA)-catalyzed synthesis of valuable pyridin-2-ones via domino Knoevenagel condensation-Michael addition-intramolecular cyclization-oxidization reaction between aldehyde, cyanoacetamide and ethyl acetoacetate or cyclohexyl acetoacetate was developed in the sense of a one-pot strategy. Various aliphatic, aromatic and hetero-aromatic pyridin-2-ones could also be produced in the reaction. The mechanism was illustrated according to the controlled reaction, pyridin-2-one was formed via the oxidization by oxygen at the final step. This simple and efficient enzymatic domino reaction not only widens its application of AA to organic synthesis, but is also an attractive way for the synthesis of heterocyclic compounds.
通过一锅法策略，开发了酰胺酶“天野”（AA）催化的醛、氰基乙酰胺和乙酰乙酸乙酯或乙酰基环己烷之间的价值颇高的吡啶-2-酮的缩合-迈克尔加成-分子内环化-氧化的级联 Knoevenagel 缩合反应。在反应中，还可以产生各种脂肪族、芳香族和杂环芳香族吡啶-2-酮。根据对照反应说明了该反应机理，吡啶-2-酮是在最后一步通过氧的氧化作用形成的。这种简单有效的酶级联反应不仅拓宽了 AA 在有机合成中的应用，也是合成杂环化合物的一种有吸引力的方法。
