Ring expansion of 3-hydroxyoxindoles to 4-quinolones via palladium-catalyzed C-C(acyl) bond cleavage

被引:0
|
作者
Huang, Zhi-Cong [1 ]
Ruan, Zhi-Ling [3 ]
Xu, Hui [1 ]
Dai, Hui-Xiong [1 ,2 ,3 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
[3] Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
FUNCTIONALIZATION; OPTIMIZATION; ACTIVATION; INHIBITORS; AMIDATION; KETONES; ALKYNES;
D O I
10.1039/d4cc05369a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report herein the construction of 4-quinolones via palladium-catalyzed regioselective beta-acyl elimination of 3-hydroxyoxindoles and a subsequent Camps cyclization process. This protocol is highly efficient and various 4-quinolone derivatives are obtained in high yields. The construction of the core skeleton of the 4-quinolone antibiotics demonstrated the synthetic utility of this method.
引用
收藏
页码:109 / 112
页数:4
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