N-Heterocyclic Carbene-Palladium(Ⅱ) Complexes with Acridine Ligand:Synthesis, Characterization and Catalytic Applications

doi:10.6023/cjoc201701039

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (7): 1794-1799.DOI: 10.6023/cjoc201701039 Previous Articles Next Articles

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吖啶作为辅助配体的N-杂环卡宾-钯(Ⅱ)化合物:合成、表征和催化应用

王涛, 许凯, 孟团结, 张安安, 王红雨, 沈思思, 刘澜涛

商丘师范学院化学化工学院药物绿色合成河南省工程实验室商丘 476000

收稿日期:2017-01-19 修回日期:2017-03-02 发布日期:2017-03-08
通讯作者: 王涛, 刘澜涛 E-mail:wt67751726@126.com;liult05@iccas.ac.cn
基金资助:
国家自然科学基金（Nos.U1404205，21572126，21202095）、河南省高校科技创新人才计划（No.14HASTIT016）和河南省重点科技攻关（No.152102410056）资助项目.

N-Heterocyclic Carbene-Palladium(Ⅱ) Complexes with Acridine Ligand:Synthesis, Characterization and Catalytic Applications

Wang Tao, Xu Kai, Meng Tuanjie, Zhang An'an, Wang Hongyu, Shen Sisi, Liu Lantao

School of Chemistry and Chemical Engineering, Henan Engineering Laboratory of Green Synthesis for Pharmaceuticals, Shangqiu Normal University, Shangqiu 476000

Received:2017-01-19 Revised:2017-03-02 Published:2017-03-08
Contact: 10.6023/cjoc201701039 E-mail:wt67751726@126.com;liult05@iccas.ac.cn
Supported by:
Project supported by the National Natural Sciences Foundation of China (Nos.U1404205,21572126 and 21202095),the Program for Science&Technology Innovation Talents in Universities of Henan Province (No.14HASTIT016) and the Key Scientific and Technological Project of Henan Province (No.152102410056).

1. N-Heterocyclic Carbene-Palladium(Ⅱ) Complexes with Acridine Ligand:Synthesis, Characterization and Catalytic Applications.PDF(11358KB)

Abstract

Nine new heterozygous isatin-quinazoline compounds were synthesized from cheap and easily available ortho nitrobenzaldehyde as the starting material.The chemical structures of the synthesized compounds were characterized by NMR,IR and HRMS.The structure of (E)-3-(((E)-(5-(4-((3-ethynylphenyl) amino) quinazolin-6-yl) furan-2-yl) methylene) hydrazono)-indolin-2-one (4a) was further determined by crystallization and X-ray diffraction,and the data revealed that its cis-trans isomerism was (E,E).The antitumor activity of these new compounds was evaluated in vitro by methyl thiazolyl tetrazolium (MTT) assay in human colorectal carcinoma cells SW480,human non-small cell lung cancer cells A549 and NCI^- H1975,and human epidermoid squamous carcinoma cells A431.The preliminary data demonstrated that most of the synthetic compounds had moderate to potent inhibitory activity against these four tumor cell lines.In particular,compound 4a had highly potent inhibitory activity on proliferation of four cell lines,and the activity was more potent than positive lapatinib.

Key words: N-heterocyclic carbene, palladium, acridine, Suzuki-Miyaura cross-coupling

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Wang Tao, Xu Kai, Meng Tuanjie, Zhang An'an, Wang Hongyu, Shen Sisi, Liu Lantao. N-Heterocyclic Carbene-Palladium(Ⅱ) Complexes with Acridine Ligand:Synthesis, Characterization and Catalytic Applications[J]. Chin. J. Org. Chem., 2017, 37(7): 1794-1799.

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吖啶作为辅助配体的N-杂环卡宾-钯(Ⅱ)化合物:合成、表征和催化应用

N-Heterocyclic Carbene-Palladium(Ⅱ) Complexes with Acridine Ligand:Synthesis, Characterization and Catalytic Applications

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