Department of Chemistry, Lishui University, No. 1, Xueyuan Road, Lishui City 323000, Zhejiang Province, P. R. China.
Org Biomol Chem. 2013 Dec 14;11(46):7999-8008. doi: 10.1039/c3ob41851k.
The transition-metal-catalyzed functionalization of arylboronic acids is the most powerful tool for the formation of carbon-carbon and carbon-heteroatom bonds in modern organic synthesis. These transformations are generally considered to proceed via organometallic intermediates generated by transmetalation from the boronic acids. Interestingly, there is a novel recognition that arylboronic acids can serve as aryl radical precursors via oxidative carbon-boron bond cleavage in recent years. Manganese(III) acetate, Ag(I)/persulfate and iron(II or III)/persulfate catalytic systems have been shown to be effective for this transformation. In this review, recent advances in this new area are highlighted and their mechanisms are also discussed.
过渡金属催化的芳基硼酸官能化反应是现代有机合成中形成碳-碳键和碳-杂原子键的最有力工具。这些转化通常被认为是通过硼酸的转金属化生成有机金属中间体来进行的。近年来，人们有了一种新的认识，即芳基硼酸可以通过氧化碳-硼键断裂作为芳基自由基前体。近年来已经证明，醋酸锰(III)、Ag(I)/过硫酸盐和铁(II 或 III)/过硫酸盐催化体系对这种转化是有效的。本文重点介绍了该新领域的最新进展，并讨论了它们的反应机理。
