Pyridine-Mediated B-B Bond Activation of (RO)2B-B(OR)2 for Generating Borylpyridine Anions and Pyridine-Stabilized Boryl Radicals as Useful Boryl Reagents in Organic Synthesis
Pyridine-Mediated B-B Bond Activation of (RO)2B-B(OR)2 for Generating Borylpyridine Anions and Pyridine-Stabilized Boryl Radicals as Useful Boryl Reagents in Organic Synthesis
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DOI：
10.1055/a-1486-8169
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发表时间：
2021-04-20
影响因子：
2.6
通讯作者：
Mashima, Kazushi
中科院分区：
文献类型：
--
作者：
Castro, Luis C. Misal;Sultan, Ibrahim;Mashima, Kazushi
近年来，利用（RO）(2)B-B(OR)(2)在有机合成中探索无过渡金属有机转化方面取得了重大进展。在目前开发的各种Lewis碱与二硼化合物的组合中，吡啶衍生物是一种简单、可商品化、廉价的化合物，通过B-B键裂解生成硼基吡啶阴离子和吡啶稳定的硼基自由基，扩大了二硼化合物的合成用途。这些硼基吡啶以催化和化学计量的方式介导C-X活化（X =卤素，CO2H, NR2）和伴随的c -硼化，氢硼化，C-C键形成和还原反应的一系列转化。
Significant developments have been achieved in recent years toward the utilization of (RO)(2)B-B(OR)(2) for exploring transition-metal-free organic transformations in organic synthesis. Among the various combinations of Lewis bases with diborons developed so far, pyridine derivatives are simple, commercially available, and cheap compounds to expand the synthetic utility of diborons by generating borylpyridine anions and pyridine-stabilized boryl radicals via B-B bond cleavage. These borylpyridine species mediate a series of transformations in both a catalytic and stoichiometric manner for C-X activation (X = halogen, CO2H, NR2) and concomitant C-borylation, hydroborylation, C-C bond formation, and reduction reactions.