Organic Letters 2010-06-04

Mild silver(I)-mediated regioselective iodination and bromination of arylboronic acids.

Raed M Al-Zoubi, Dennis G Hall

Index: Org. Lett. 12 , 2480-2483, (2010)

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Abstract

A convenient and regioselective silver(I)-mediated electrophilic iodination and bromination reaction of arylboronic acids has been developed. The boronic acid does not require protection prior to the reaction, which can be performed on a multigram scale with moderate to excellent yields. A mild, simple, and effective method is disclosed to provide ortho-haloarylboronic acids that can be used as useful intermediates in selective sequential Suzuki-Miyaura cross-coupling reactions to provide ortho-triaryl derivatives in good yields.