Electron-Rich Aromatics Under Ball Milling: Oxidative Aryl-iodination Using I₂-Oxone and Biarylation with I₂

Abstract

We report here a simple, efficient, and environmentally friendly methodology for electrophilic aryl-iodination of electron-rich arenes using I₂-oxone under ball milling. The reactions work efficiently under solvent-free conditions at room temperature. We have also shown that iodine could be used as catalyst for metal-free biaryl coupling of a few electron-rich substrates. In addition, one-pot multistep synthesis has been demonstrated for one substrate.

GRAPHICAL ABSTRACT

Keywords:

• Ball milling
• biarylation
• iodination
• mechanochemistry
• solvent-free synthesis

Notes

^a All the reactions are done at room temperature. DCM, dichloromethane; ACN, acetonitrile; EtOAc, ethyl acetate.

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