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Synthesis of indolequinones via a Sonogashira coupling/cyclization cascade reaction |
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| Authors: | Mitsuaki Yamashita Kazunori UedaKoichi Sakaguchi Akira Iida |
| Institution: | a Faculty of Pharmacy, Takasaki University of Health and Welfare, Nakaorui-machi, Takasaki 370-0033, Japan b School of Agriculture, Kinki University, Naka-machi, Nara 631-8505, Japan c Research and Development Center for Medicinal Plants, Kadoma-machi, Kanazawa 920-1164, Japan |
| Abstract: | A mild strategy for constructing indolequinone motifs is described on the basis of the Sonogashira reaction and a copper-catalyzed intramolecular cyclization cascade reaction. The first step involves the palladium- and copper-catalyzed reaction between halogenated naphthoquinone and terminal acetylene to generate a coupling product, which then reacts in a copper-catalyzed intramolecular cyclization with the nitrogen functional group adjacent to the carbon-carbon triple bond. |
| Keywords: | Indolequinones Sonogashira coupling Cascade reaction Copper Palladium |
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