Iron catalyzed C-C dehydrogenative coupling reaction: synthesis of arylquinones from quinones/hydroquinones. 2022

Yu Dong, and Chun Xie, and Jia Chen, and Ai Shen, and Qi-Qi Luo, and Bing He, and Zhi-Fan Wang, and Bo Chang, and Fan Yang, and Zhi-Chuan Shi
College of Chemistry and Life Science, Sichuan Provincial Key Laboratory for Structural Optimization and Application of Functional Molecules, Chengdu Normal University Chengdu 611130 P. R. China.

An atom-economical approach for the synthesis of arylquinones was achieved successfully via direct oxidative C-C dehydrogenative coupling reaction of quinones/hydroquinones with electron-rich arenes using an inexpensive Fe-I2-(NH4)2S2O8 system. The efficiency of this catalytic approach was established with a broad scope of substrates involving quinones and hydroquinones to give high yields (60-89%) of several arylated quinones. The present protocol is simple, practical, and shows good functional group tolerance.

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