Synthesis 2017; 49(21): 4759-4768
DOI: 10.1055/s-0036-1588431
special topic
© Georg Thieme Verlag Stuttgart · New York

Radical Metal-Free Borylation of Aryl Iodides

Sandra Pinet*, Virginie Liautard, Mégane Debiais, Mathieu Pucheault*
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Publication History

Received: 21 March 2017

Accepted after revision: 02 May 2017

Publication Date:
29 May 2017 (eFirst)

Published as part of the Special Topic Modern Strategies for Borylation in Synthesis

Abstract

A simple metal-free borylation of aryl iodides mediated by a fluoride sp2–sp3 diboron adduct is described. The reaction conditions are compatible with various functional groups. Electronic effects of substituents do not affect the borylation while steric hindrance does. The reaction proceeds via a radical mechanism in which pyridine serves to stabilize the boryl radicals, generated in situ.

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