Synthesis of Dihydrophenanthridines by Palladium-Catalyzed[2+2+2] Cyclization Reactions

doi:10.6023/cjoc201703004

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (9): 2336-2342.DOI: 10.6023/cjoc201703004 Previous Articles Next Articles

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钯催化[2+2+2]环化反应制备5,6-二氢苯并菲啶衍生物

吴玉芹, 于凉云, 张奇, 李立冬

盐城工学院化学化工学院盐城 224051

收稿日期:2017-03-02 修回日期:2017-03-30 发布日期:2017-05-10
通讯作者: 李立冬 E-mail:ld-l@163.com
基金资助:
国家自然科学基金（No.21272005）资助项目.

Synthesis of Dihydrophenanthridines by Palladium-Catalyzed[2+2+2] Cyclization Reactions

Wu Yuqin, Yu Liangyun, Zhang Qi, Li Lidong

School of Chemistry and Chemical Engineering, Yancheng Institute of Technology, Yancheng 224051

Received:2017-03-02 Revised:2017-03-30 Published:2017-05-10
Contact: 10.6023/cjoc201703004 E-mail:ld-l@163.com
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21272005).

1. Synthesis of Dihydrophenanthridines by Palladium-Catalyzed[2+2+2] Cyclization Reactions.PDF(417KB)

Abstract

Phenanthridines are important core structures found in a variety of natural products and other biologically important molecules with a wide range of biological activities and applications, including antibacterial and anticancer agents. A practical and efficient domino method for the preparation of dihydrophenanthridines from diynes and aryl halides is developed via palladium-catalyzed[2+2+2] cycloaddition reactions. All new products were fully characterized by IR, ¹H NMR, ¹³C NMR and high-resolution mass spectrometry. The molecular structure of 1-(7,12-diphenyl-5-tosyl-5,6-dihydrobenzo[j]-phenanthridin-10-yl)ethan-1-one (3b) was confirmed by using single-crystal X-ray analyses.

Key words: palladium-catalyzed, synthesis, C-C coupling, dihydrophenanthridine

Cite this article

Wu Yuqin, Yu Liangyun, Zhang Qi, Li Lidong. Synthesis of Dihydrophenanthridines by Palladium-Catalyzed[2+2+2] Cyclization Reactions[J]. Chin. J. Org. Chem., 2017, 37(9): 2336-2342.

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钯催化[2+2+2]环化反应制备5,6-二氢苯并菲啶衍生物

Synthesis of Dihydrophenanthridines by Palladium-Catalyzed[2+2+2] Cyclization Reactions

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