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

RSC Adv. 2022 Jan 28;12(6):3783-3787. doi: 10.1039/d1ra08828a. eCollection 2022 Jan 24.

Abstract

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.