National Engineering Research Center for Carbohydrate Synthesis, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. China.
International Innovation Center for Forest Chemicals and Materials, Nanjing Forestry University, Nanjing, Jiangsu 210037, P. R. China.
J Org Chem. 2023 Apr 7;88(7):4833-4838. doi: 10.1021/acs.joc.3c00019. Epub 2023 Mar 22.
A facile and practical method for the synthesis of fused tricyclic pyrazolo[5,1-]isoquinolines has been realized via the reactions of enaminones, hydrazine hydrochloride, and internal alkynes. By means of Rh catalysis, the extraordinary high-order bond functionalization, including the transformation of aryl C-H, ketone C═O, and alkenyl C-N bonds in the enaminones, marks the major feature of the cascade reactions. The results disclose the individual advantage of enaminones in the design of novel and efficient synthetic methods.
一种简便实用的合成稠合三环吡唑并[5,1-]异喹啉的方法已经通过烯胺酮、盐酸肼和内炔的反应实现。通过 Rh 催化,包括在烯胺酮中的芳基 C-H、酮 C=O 和烯基 C-N 键的转化在内的非同寻常的高阶键官能化,是级联反应的主要特征。结果揭示了烯胺酮在设计新颖、高效合成方法中的独特优势。