Palladium-catalyzed external-oxidant-free coupling reactions between isoquinoline/quinoline N-oxides with olefins

被引:34
作者
Guo, Tao [1 ,2 ]
Liu, Yu [2 ]
Zhao, Yun-Hui [4 ]
Zhang, Pan-Ke [1 ]
Han, Shu-Lei [3 ]
Liu, Hong-Min [1 ]
机构
[1] Zhengzhou Univ, Sch Pharmaceut Sci, 100 Kexue Ave, Zhengzhou 450001, Henan, Peoples R China
[2] Henan Univ Technol, Sch Chem & Chem Engn, Zhengzhou 450001, Henan, Peoples R China
[3] China Natl Tobacco Qual Supervis & Test Ctr, 2 Fengyang St, Zhengzhou 450001, Henan, Peoples R China
[4] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Xiangtan 411201, Hunan, Peoples R China
基金
中国国家自然科学基金;
关键词
1-Alkenylisoquinolines; Coupling reaction; Antiproliferative activity; MTT assay; RHODIUM(III)-CATALYZED C-C; H BOND ACTIVATION; C(SP(3))-H FUNCTIONALIZATION; DIRECT ALKENYLATION; C-8; POSITION; QUINOLINE; DERIVATIVES; PYRIDINES; AZAARENES; ALCOHOLS;
D O I
10.1016/j.tetlet.2016.07.058
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient and efficient approach for the synthesis of 1-alkenylisoquinolines and 2-alkenylquinolines was developed via palladium-catalyzed coupling reactions between isoquinolineiquinoline N-oxides with olefins under external-oxidant-free conditions. Biological evaluation revealed that some of the obtained 1-alkenylisoquinolines exhibited in vitro antiproliferative activities on human-derived prostate, breast, esophageal, and stomach cancer cell lines. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3920 / 3923
页数:4
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