State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China.
Key Laboratory of Chemistry for Natural Products of Guizhou Province, Chinese Academy of Sciences, Guiyang 550014, China.
Org Biomol Chem. 2022 May 11;20(18):3803-3810. doi: 10.1039/d2ob00397j.
A novel synthetic route toward the pentacyclic azepinobisindole alkaloid iheyamine A and its several analogues has been developed in four steps from commercially available isatins and tryptamines. This crucial transformation involves the Bischler-Napieralski cyclization to deliver the characteristic seven-membered framework. Then the ester intermediate undergoes a hydrolyzation-decarboxylation-dehydrogenation cascade to yield the final product.
已开发出一条从商业可得的色胺和色胺酸出发经四步反应合成五环吖庚因生物碱依海因 A 及其几种类似物的新合成路线。此关键转化涉及 Bischler-Napieralski 环化反应以提供特征的七元环骨架。然后酯中间体经历水解-脱羧-脱氢级联反应得到最终产物。