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

Authors :
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
Source :
Advanced Synthesis & Catalysis; 3/19/2024, Vol. 366 Issue 6, p1348-1355, 8p
Publication Year :
2024

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]

Details

Language :
English
ISSN :
16154150
Volume :
366
Issue :
6
Database :
Complementary Index
Journal :
Advanced Synthesis & Catalysis
Publication Type :
Academic Journal
Accession number :
176295544
Full Text :
https://doi.org/10.1002/adsc.202301322