The transformation of organoboron compounds plays an important role in synthetic chemistry, and recent advancements in boron-migration reactions have garnered considerable attention. Here, we report an unprecedented 1,2-boron migrative acylation upon photocatalysis-facilitated N -heterocyclic carbene catalysis. The design of a redox-active boronic ester substrate, serving as an excellent β-boron radical precursor, is the linchpin to the success of this chemistry. With the established protocol, a wide spectrum of β-boryl ketones has been rapidly synthesized, which could further undergo various C─B bond transformations to give multifunctionalized products. The robustness of this catalytic strategy is underscored by its successful application in late-stage modification of drug-derived molecules and natural products. Preliminary mechanistic investigations, including several control experiments, photochemistry measurements, and computational studies, shed light on the catalytic radical reaction mechanism.

中文翻译：

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光催化加速N-杂环卡宾催化1,2-硼迁移酰化


有机硼化合物的转化在合成化学中发挥着重要作用，硼迁移反应的最新进展引起了人们的广泛关注。在这里，我们报道了光催化促进的 N-杂环卡宾催化下前所未有的 1,2-硼迁移酰化。氧化还原活性硼酸酯底物的设计作为优异的β-硼自由基前体，是该化学成功的关键。通过已建立的方案，可以快速合成多种β-硼基酮，并可以进一步进行各种C─B键转化，得到多功能化产品。这种催化策略的稳健性因其在药物衍生分子和天然产物的后期修饰中的成功应用而得到强调。初步的机理研究，包括一些控制实验、光化学测量和计算研究，揭示了催化自由基反应机理。