FeCl3/KI-Catalyzed Tandem Oxidative Cyclization for Switchable Total Synthesis of Luotonin A, B and Derivatives

作者：Song, Ying-Chun; Wang, Ming-Xuan; Yi, Yun-Ying; Liu, Yu-Ting; Zhang, Wen-Xin; Wang, Zi-Yue; Sun, Yuan-Yuan; Wu, An-Xin^*; Zhu, Yan-Ping^*

来源：Advanced Synthesis and Catalysis, 2024.

DOI：10.1002/adsc.202301322

• Total synthesis
• Oxidative cyclization
• Natural products
• Switchable synthesis
• Luotonin alkaloids

A total synthesis strategy was developed for the synthesis of luotonin A, B and their analogues using synergistic FeCl3/KI-catalyzed oxidative cyclization. This protocol utilizes cheap and widely available N-propargyl 2-methyl-quinazolinones and arylamines under mild conditions, and it has a wide substrate scope and high atom economy. Different natural products (luotonin A, B and derivatives) can be synthesized via a unique switchable approach. Further transformations from luotonin B to luotonin E and structural modification of natural products demonstrate the potential applications of this method. Moreover, camptothecin can also be modified with the reported protocol to afford the hydroxyl-substituted product.

• 单位
  烟台大学