Hyodo Kengo, Hasegawa Genna, Maki Hiroya, Uchida Kingo
Department of Material Chemistry, Faculty of Science and Technology , Ryukoku University , Seta, Otsu , Shiga 520-2194 , Japan.
Org Lett. 2019 Apr 19;21(8):2818-2822. doi: 10.1021/acs.orglett.9b00807. Epub 2019 Apr 4.
The Brønsted acid-catalyzed synthesis of primary amines from acetyl arenes and alkanes with C-C bond cleavage is described. Although the conversion from an acetyl group to amine has traditionally required multiple steps, the method described herein, which uses an oxime reagent as an amino group source, achieves the transformation directly via domino transoximation/Beckmann rearrangement/Pinner reaction. The method was also applied to the synthesis of γ-aminobutyric acids, such as baclophen and rolipram.
描述了通过碳-碳键断裂从芳烃乙酰化物和烷烃中进行布朗斯特酸催化合成伯胺的方法。尽管传统上从乙酰基转化为胺需要多个步骤，但本文所述的方法使用肟试剂作为氨基源，通过多米诺转肟化/贝克曼重排/平纳反应直接实现了这种转化。该方法还应用于合成γ-氨基丁酸，如巴氯芬和罗匹尼罗。
