As the chemistry that surrounds the field of strained hydrocarbons, such as bicyclo[1.1.0]butane, continues to expand, it becomes increasingly advantageous to develop alternative reactivity modes that harness their unique properties to access new regions of chemical space. Herein, we report the use of photoredox catalysis to promote the single-electron oxidation of bicyclo[1.1.0]butanes. The synthetic utility of the resulting radical cations is highlighted by their ability to undergo highly regio- and diastereoselective [2π+2σ] cycloaddition reactions. The most notable feature of this transformation is the breadth of alkene classes that can be employed, including non-activated alkenes, which have so far been elusive for previous strategies. A rigorous mechanistic investigation, in conjunction with DFT computation, was undertaken in order to better understand the physical nature of bicyclo[1.1.0]butyl radical cations and thus provides a platform from which further studies into the synthetic applications of these intermediates can be built upon.

中文翻译：

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双环[1.1.0]丁基自由基阳离子：合成及其在[2π+2σ]环加成反应中的应用

随着围绕紧张碳氢化合物（例如双环[1.1.0]丁烷）领域的化学不断扩展，开发利用其独特性质进入化学空间新区域的替代反应模式变得越来越有利。在此，我们报道了利用光氧化还原催化促进双环[1.1.0]丁烷的单电子氧化。所得自由基阳离子的合成效用因其能够进行高度区域和非对映选择性的 [2π+2σ] 环加成反应而突出。这种转变最显着的特点是可以使用的烯烃类别的广度，包括非活化烯烃，这对于以前的策略来说是难以捉摸的。为了更好地了解双环[1.1.0]丁基自由基阳离子的物理性质，结合DFT计算进行了严格的机理研究，从而为进一步研究这些中间体的合成应用提供了一个平台之上。