Visible-Light-Induced Radical Cascade Cyclization: Synthesis of (20S)-Camptothecin, SN-38 and Irinotecan

被引:16
|
作者
Yuan, Yao [1 ]
Dong, Wuheng [1 ]
Gao, Xiaoshuang [1 ]
Xie, Xiaomin [1 ]
Curran, Dennis P. [2 ]
Zhang, Zhaoguo [1 ]
机构
[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R China
[2] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
基金
中国国家自然科学基金;
关键词
photocatalysis; radicals; camptothecin; irinotecan; SN-38; ruthenium; ASYMMETRIC-SYNTHESIS; ANTITUMOR AGENTS; CAMPTOTHECIN; ISONITRILES; (S)-CAMPTOTHECIN; CANCER;
D O I
10.1002/cjoc.201800358
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(20S)-Camptothecin, irinotecan and SN-38 were successfully synthesized by a photocatalyzed radical cascade cyclization from an N-propargyl iodopyridinone and an arylisonitrile under visible light with a ruthenium catalyst. This synthetic method provided a useful entry into composing camptothecin family of antitumor agents in good yields under mild reaction conditions without the use of heavy metal reagents.
引用
收藏
页码:1035 / 1040
页数:6
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