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5. (NH4)2 S2 O8 -Promoted Direct C–C Coupling of Indoles with Quinones / Hydroquinones without Catalyst.

Author

Dong, Yu, Ye, Ji-Xian, Luo, Qi-Qi, Mei, Ting, Shen, Ai, Huang, Peng, Chen, Jia, Zhang, Xia, Xie, Chun, and Shi, Zhi-Chuan

Subjects
*COUPLING reactions (Chemistry), *OXIDATIVE coupling, *INDOLE compounds, *INDOLE, *HYDROQUINONE, *CATALYSTS, *FUNCTIONAL groups
Abstract

An atom-economical and environmentally benign approach for the synthesis of 3-indolylquinones was achieved successfully via direct oxidative C–C coupling of quinones / hydroquinones with indoles using (NH4)2 S2 O8 in dichloroethane at 80 °C. The efficiency of this catalytic approach was established by a broad scope of substrates involving quinones and hydroquinones to give high yields (61–93%) of 3-indolylquinones. The present protocol is simple, practical, and show good functional group tolerance. In addition, the obtained 3-indolylnaphthoquinones were conducted to further transformation to synthesize 2-amino-3-indolylnaphthoquinone and polycyclic N -heterocycles, respectively. [ABSTRACT FROM AUTHOR]

Published
2021
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