Visible-Light-Induced Radical Cascade Cyclization: Synthesis of the ABCD Ring Cores of Camptothecins

被引：23

作者：

Yuan, Yao ^{[1
]}

Dong, Wuheng ^{[1
]}

Gao, Xiaoshuang ^{[1
]}

Gao, Huang ^{[1
]}

Xie, Xiaomin ^{[1
]}

Zhang, Zhaoguo ^{[1
,2
]}

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] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, 345 Fenglin Rd, Shanghai 200032, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 05期

基金：

中国国家自然科学基金;

关键词：

PHOTOREDOX CATALYSIS; HIGHLY EFFICIENT; DERIVATIVES; (S)-CAMPTOTHECIN; ISOCYANIDES; ISONITRILES; 20(S)-CAMPTOTHECIN; INSERTION; STRATEGY; ALKYNES;

D O I：

10.1021/acs.joc.7b03283

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new strategy for constructing indolizino[1,2-b]quinolin-9(11H)-ones (ring cores of camptothecins) from readily available isocyanoarenes and N-(alkyl-2-yn-1-yl)-pyridin-2(1H)-ones has been developed through a visible light-induced radical cascade cyclization process. The reaction proceeds under mild conditions with fair to excellent yields. The easy introduction of substituents for both reactants and the broad functional group tolerance of the reaction make it a straightforward route to the cores of the marketed camptothecins and their derivatives.

引用

页码：2840 / 2846

页数：7

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