1. FeCl3/KI‐Catalyzed Tandem Oxidative Cyclization for Switchable Total Synthesis of Luotonin A, B and Derivatives.
- Author
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Song, Ying‐Chun, Wang, Ming‐Xuan, Yi, Yun‐Ying, Liu, Yu‐Ting, Zhang, Wen‐Xin, Wang, Zi‐Yue, Sun, Yuan‐Yuan, Wu, An‐Xin, and Zhu, Yan‐Ping
- Subjects
RING formation (Chemistry) ,NATURAL products ,AROMATIC amines ,ALKALOIDS ,CAMPTOTHECIN - Abstract
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. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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