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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 44, 2014 - Issue 23
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Original Articles

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

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Pages 3461-3469 | Received 04 Jun 2014, Published online: 10 Oct 2014
 

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

Notes

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

Color versions of one or more of the figures in the article can be found online at www.tandfonline.com/lsyc.

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