Synthesis of N-tryptamine 3-enyl isoindolinone derivatives
LIU Min1,3, LI Wenzhe1,3, Yan Yingkun1,3, CAO Lianyi1,3, LI Min1,3,HUANG Min1,3, Zhang Xiaomei1,2*
1. Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China; 2.Department of Chemistry, Xihua University, Chengdu 610039, China; 3. University of Chinese Academy of Sciences, Beijing 100049, China
Abstract:Isoindoline 1-one has been widely studied in many natural products, pharmaceuticals, and biologically active molecules due to its specific nitrogen containing structural framework. Using o-carboxyacetophenone and tryptamine as starting materials, N-tryptamine 3-alkenylisoindolinone skeleton compound was obtained through two-step dehydration and cyclization under the catalysis of p-toluenesulfonic acid. The operation was simple, and the final target product was obtained in excellent yield(57%~81%). The structure of all products were confirmed by 1H NMR, 13C NMR and HR-MS(ESI).