Alkoxy Radicals See the Light: New Paradigms of Photochemical Synthesis,Chemical Reviews

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Alkoxy Radicals See the Light: New Paradigms of Photochemical Synthesis
Chemical Reviews ( IF 51.4 ) Pub Date : 2021-10-06 , DOI: 10.1021/acs.chemrev.1c00256
Liang Chang _{1,

2} , Qing An ₃ , Lingfei Duan ₁ , Kaixuan Feng ₁ , Zhiwei Zuo ₁

Affiliation

Alkoxy radicals are highly reactive species that have long been recognized as versatile intermediates in organic synthesis. However, their development has long been impeded due to a lack of convenient methods for their generation. Thanks to advances in photoredox catalysis, enabling facile access to alkoxy radicals from bench-stable precursors and free alcohols under mild conditions, research interest in this field has been renewed. This review comprehensively summarizes the recent progress in alkoxy radical-mediated transformations under visible light irradiation. Elementary steps for alkoxy radical generation from either radical precursors or free alcohols are central to reaction development; thus, each section is categorized and discussed accordingly. Throughout this review, we have focused on the different mechanisms of alkoxy radical generation as well as their impact on synthetic utilizations. Notably, the catalytic generation of alkoxy radicals from abundant alcohols is still in the early stage, providing intriguing opportunities to exploit alkoxy radicals for diverse synthetic paradigms.

中文翻译：

烷氧基自由基见光：光化学合成的新范式

烷氧基自由基是高活性物质，长期以来被认为是有机合成中的多功能中间体。然而，由于缺乏方便的生成方法，它们的发展长期以来一直受到阻碍。由于光氧化还原催化的进步，使得在温和条件下能够从稳定的前体和游离醇中轻松获得烷氧基自由基，这一领域的研究兴趣已经重新燃起。本综述全面总结了可见光照射下烷氧基自由基介导转化的最新进展。从自由基前体或游离醇产生烷氧基自由基的基本步骤是反应发展的核心。因此，每个部分都进行了相应的分类和讨论。在整个审查过程中，我们专注于烷氧基自由基产生的不同机制以及它们对合成利用的影响。值得注意的是，从丰富的醇中催化生成烷氧基自由基仍处于早期阶段，这为利用烷氧基自由基用于各种合成范例提供了有趣的机会。

更新日期：2021-10-06

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