Pyridine-Catalyzed Radical Borylation of Aryl Halides

Lei Jiao reports a pyridine-catalyzed radical borylation of aryl halides to form arylboronates.

Arylboronates are widely used in organic chemistry, and methods that could produce arylboronates from easily avail-able starting materials in a transition-metal-free manner are in high demand. Although there are several precedents in the literature, problems such as the expense of the boron source, low reactivity, and operational inconvenience remain to be solved. The group of Professor Lei Jiao at Tsinghua University (Beijing, P. R. of China) studied the mechanism of carbon–halogen bond activation of haloarenes by small organic molecules, which is a key step in base-promoted homolytic aromatic substitution (BHAS) reactions. Following that, they were interested in utilizing the aryl radical generated in this process to synthesize more useful molecules, rather than merely producing biaryl compounds. Therefore, they aimed to synthesize arylboronates from haloarenes using this carbon–halogen bond activation strategy.

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